Kissimmee Listings

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Monthly Rent $1,830 - $4,770

Luxurious 3BR | Pool | Hot Tub | Patio | W/D Kissimmee, Florida, Listing ID: 32706

Make the best memories with loved ones in no time at this stunning home sparing no attention to detail, style, and comfort! The family will enjoy a fresh and classy design. Enjoy preparing meals in the full kitchen. You'll also be able to enjoy the amenities of this resort-style...

  • Townhouse
  • 1300
  •  3
  •  2
Monthly Rent $3,490 - $4,770

Magical 3BR | Pool | Patio | Game Room | W/D Kissimmee, Florida, Listing ID: 32708

Nestled in the Indian Ridge Villas community boarding Mystic Dunes Golf Club, this family-friendly retreat is waiting to welcome you for a magical getaway to Central Florida. Boasting a private, fully screened pool, this three-bedroom home features easy access to Disney and...

  • House
  • 1628
  •  3
  •  2
Monthly Rent $2,100 - $4,500

Breezy 2BR | Pool | Hot Tub | Patio | W/D Kissimmee, Florida, Listing ID: 32709

If you're looking for adventure, this inviting townhouse is the perfect place to stay for your next Florida family vacation! With Walt Disney World Resort only six-and-a-half miles away and Disney's Hollywood Studios seven miles away, you're guaranteed to have a memorable time....

  • Townhouse
  • 1012
  •  2
  •  2
Monthly Rent $2,800 - $4,530

3BR water-view condo with pool, grills, spa, gym Kissimmee, Florida, Listing ID: 32710

Conveniently located just eight miles from Disney World, this renovated condo offers the perfect home base for a relaxing and unforgettable vacation with your family and friends! You are located just a short walk from the clubhouse, yet far away enough to avoid any undesirable...

  • Condo
  • 1220
  •  3
  •  2
Monthly Rent $2,910 - $4,470

Lovely 3BR | Pool | Central AC | W/D | Fast WiFi Kissimmee, Florida, Listing ID: 32711

Located just five minutes away from the entrance to Walt Disney, The Premium Outlets, shopping centers, and a wide selection of restaurants, this charming townhome provides you with plenty of quiet, tranquility, and security. With highly sought-after amenities such as a...

  • Townhouse
  • 1312
  •  3
  •  3
Monthly Rent $2,010 - $5,660

Caribe Cove Condominiums 10309: 3BR | Balcony Kissimmee, Florida, Listing ID: 32712

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $3,750 - $5,750

Caribe Cove Condominiums 20109: 3BR 1st-Floor Kissimmee, Florida, Listing ID: 32713

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $1,940 - $3,930

Caribe Cove Condominiums 20209: 3BR | Balcony Kissimmee, Florida, Listing ID: 32714

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,020 - $4,900

Caribe Cove Condominiums 20505: 3BR | Balcony Kissimmee, Florida, Listing ID: 32715

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Villa
  • 1614
  •  3
  •  2
Monthly Rent $2,010 - $4,860

Caribe Cove Condominiums 30206: 3BR Lakefront Kissimmee, Florida, Listing ID: 32716

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,010 - $5,200

Caribe Cove Condominiums 50105: 3BR 1st-Floor Kissimmee, Florida, Listing ID: 32717

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,010 - $5,750

Caribe Cove Condominiums 50202: 3BR | Balcony Kissimmee, Florida, Listing ID: 32718

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,910 - $5,490

Modern 2BR Waterview 1st-Floor | Patio | Pool Kissimmee, Florida, Listing ID: 32719

A sleek, modern stay combines with a convenient location to offer the ideal home base for your Central Florida adventures. Whether you're here to meet the Mouse, shop on I-Drive, or play a round of golf, this ground-floor, two-bedroom condo has you covered. Guests will have...

  • Condo
  • 1126
  •  2
  •  2
Monthly Rent $2,910 - $5,070

3BR Lakeview | Balcony | Pool | Kissimmee, Florida, Listing ID: 32720

Enjoy a view of the lake from your own private balcony - when you're not heading out to enjoy all the shared amenities! This modern condo features several features to help make your stay comfortable, including a spacious full kitchen with an upscale French door refrigerator and...

  • Condo
  • 1428
  •  3
  •  2
Monthly Rent $2,900 - $5,680

3BR | Pool | Pool Table | Tennis | W/D Kissimmee, Florida, Listing ID: 32721

Unwind in a family-friendly condo all set up for your group to kick back after a day of exploring the parks. Fun Disney-themed touches adorn the walls, perfect for setting the tone of your stay. Set in a gated community, guests will enjoy access to several fun community...

  • Townhouse
  • 1296
  •  3
  •  2
Monthly Rent $2,910 - $5,490

Upgraded 3BR | Balcony | Pool | Kissimmee, Florida, Listing ID: 32722

Sunny days await at this lovely, first-floor, Windsor Palms condo. Adjacent to a sprawling conservation area, this family-friendly vacation rental has been upgraded with many amazing features -- from the beautiful granite countertops in the kitchen and baths, to the illuminated...

  • Condo
  • 1200
  •  3
  •  2
Monthly Rent $2,910 - $4,340

3BR | Pool | Hot Tub | Elevator | Patio Kissimmee, Florida, Listing ID: 32723

Enjoy prime access to Orlando theme parks and world-class golf from this three-bedroom condo at Windsor Palms Resort. Complex amenities include a pool, hot tub, clubhouse, sports, and fitness facilities. The bright, single-level interior features an open layout and comes...

  • Townhouse
  • 1268
  •  3
  •  2
Monthly Rent $2,180 - $4,230

2BR | Balcony | Pool | Hot Tub | Game Room Kissimmee, Florida, Listing ID: 32724

Enjoy easy access to nearby theme parks and golf courses, with resort amenities and entertainment waiting for you back at home. Ideally situated in the Windsor Palms Resort, this condo offers the perfect option for a fun-filled Central Florida getaway. Watch palm trees blow...

  • Condo
  • 1022
  •  2
  •  2
Monthly Rent $4,200 - $5,120

Gorgeous 3BR | Elevator | Balcony | W/D Kissimmee, Florida, Listing ID: 32725

Welcome to the perfect Florida getaway located in the tropical countryside. Conveniently located on a beautiful golf course and down the road from Orlando and Walt Disney World, this space can be the ideal space for you and your group to vacation. Play your days away at nearby...

  • Townhouse
  • 1344
  •  3
  •  2
Monthly Rent $2,630 - $4,500

3BR | Patio | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32727

When you visit Central Florida, you want the best of both worlds: non-stop fun and excitement at the theme parks during the day, and non-stop relaxation and recharging at night. And that's exactly what you'll get at this beautifully updated, family- and dog-friendly condo. Three...

  • Apartment
  • 1357
  •  3
  •  2
Monthly Rent $2,910 - $6,670

3BR Dog Friendly | Private Pool | Hot Tub | Patio Kissimmee, Florida, Listing ID: 32728

This stylish and eclectic townhome is full of fun Disney decor, perfect to get your friends and family excited about visiting Disney World! Experience this exciting resort and feel your cares melt away as you make memories with your loved ones. Not only do you have your own...

  • Townhouse
  • 1295
  •  3
  •  3
Monthly Rent $2,800 - $3,430

3BR dog-friendly stay with resort amenities Kissimmee, Florida, Listing ID: 32731

Experience the getaway of a lifetime at this charming and bright retreat in Kissimmee! This condo is perfect for those looking for the ideal home base to explore and experience Disney and all of its entertainment. Two comfortable couches are conveniently placed near a flatscreen...

  • House
  • 1275
  •  3
  •  2
Monthly Rent $2,180 - $3,960

2BR | Balcony | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32732

Tell the whole family (including the pups) that they're going to Walt Disney World and reserve this charming condo with a furnished balcony, updated kitchen, and space for up to six guests. Everyone will also enjoy a number of on-site resort amenities including a shared swimming...

  • Condo
  • 1015
  •  2
  •  2
Monthly Rent $2,800 - $4,310

3BR townhome with pool, hot tub, foosball Kissimmee, Florida, Listing ID: 32733

Welcome to your Florida home away from home and your perfect hideaway while you experience Walt Disney World and Universal Studios just down the road! With access to a small community pool and hot tub, leisure and relaxation are at your fingertips. Kids will loved the...

  • Townhouse
  • 1862
  •  3
  •  3
Monthly Rent $2,950 - $5,220

3BR Gulffront | Patio | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32734

Looking for quick access to theme parks and tons of amenities at home? Look no further than this three-bedroom condo in the Reunion Resort, an award-winning community with seven swimming pools, a spa and wellness center, a rooftop bar and restaurant, a hot tub, and much more....

  • Condo
  • 1757
  •  3
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,950

Large 4 bedroom home with pool, situated on 1.5 acres of land , quiet location large driveway with parking for RV Kissimmee, Florida, Listing ID: 25358

Property is situated on 1.5 acres of land, in a quiet area, It has a large private pool (heated at extra charge if required) with outside covered seating area The property has 4 large bedrooms with master bedroom having a dressing area, walk in wardrobe with en suite,...

  • Home
  • 2831 sq ft
  •  4
  •  3
Monthly Rent $2,910 - $4,300

Dog Friendly 3BR | Pool | Laundry | Central AC Kissimmee, Florida, Listing ID: 32729

Enjoy your stay at this tranquil family home, set on the shores of a neighborhood lake! Relax inside central air conditioning and cook together in a spacious full kitchen (with plenty of counter space for all your dishes). A ceiling fan and TV in each room allow every guest to...

  • House
  • 1798
  •  3
  •  3
Monthly Rent $2,100 - $3,960

2BR dog-friendly condo with pools, W/D, fast WiFi Kissimmee, Florida, Listing ID: 32726

Conveniently located 10 miles away from Disney World, this marvelous and well-equipped condo is a must-see! Enjoy a prime location within the Tuscana Resort Orlando, featuring fantastic on-site amenities that include an outdoor pool, a children's pool, and a fitness center. A...

  • Condo
  • 1134
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,700 - $3,450

Beautiful 3 bed Villa with heated pool and lake view discounts for longer stays Kissimmee, Florida, Listing ID: 20209

Our Villa Is our home away from home,situated at Hybrid Drive, Crescent Lakes fl. 34758,this area which is a peaceful safe and tranquil setting for your vacation set 8 miles from the busy 192 with its bars restaurants and shops. It is fully air conditioned and has ceiling fans...

  • Villa
  • 1400-1600
  •  3
  •  2
Monthly Rent $1,998 - $3,917

1st floor condo w/ patio, shared pools, gym, limited-mobility access, & sauna Kissimmee, Florida, Listing ID: 28679

The images shown are a representation of the condo available to be booked, but please note each condo in this building is individually owned and decorated. This condo will be the same type as shown in the photos, complete with the advertised bedding arrangements and condo size,...

  • Condo
  • 1291
  •  2
  •  2
Monthly Rent $2,600

Thank you for looking at our lovely home from home Lakeside view in Crescent Lakes Kissimmee.Wifi Games room Large Pool Kissimmee, Florida, Listing ID: 30412

FULLY AIR CONDITIONED WITH CEILING FANS FOR EXTRA COMFORT. FREE WI FI A GAMES ROOM WITH A POOL TABLE DARTS PING PONG TABLE AIR HOCKEY TABLE . A TV WITH A WII AND PLAY STATION WITH GAMES AND ALSO A SOFA SO WHILE PEOPLE ARE PLAYING YOU CAN SIT AND READ THE BOOKS . TV,S IN ALL...

  • Villa
  • 0
  •  3
  •  2

A fully air conditioned 3 bedroom town home, with 3 full bathrooms, this very nice town home very close to Disney Kissimmee, Florida, Listing ID: 28108

A fully air conditioned 3 bedroom townhome, with 3 full bathrooms, this very nice townhome is located just inside the gate of Crestwynd Bay, a gated community just minutes from US192, and Disney World.My Home Away sleeps 8 people comfortably, housing 1 King bed, 2 Queen beds,...

  • Home
  • 1200
  •  3
  •  3

Amazing 5BR house in Gated Community w/ private pool, BBQ Grill and Garage for 2 Cars Kissimmee, Florida, Listing ID: 29997

Amazing 5-bedroom, 3.5-bathroom house in the gated community of Crystal Cove, sleeps 12 people, all furnished, free Wi-Fi, parking, private pool, BBQ Grill, bed sheets, towels, all included. All guests are welcome to use all the resort amenities free of charge. This house...

  • Home
  • 2351
  •  5
  •  3 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,500

Budget Friendly 3 BR Disney Area Kissimmee, Florida, Listing ID: 31681

Enjoy all the comforts of this amazing 3 bedroom condo that accommodates comfortably up to 6 people! This spacious home comes with a spacious living/dining area and a fully equipped kitchen. This is definitely the best option to create the story of a perfect vacation with...

  • Home
  • 1287
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4,500

A Villa to call it yours! All you need in one place. Make memories last a lifetime in our luxurious Home. Kissimmee, Florida, Listing ID: 29633

A Villa to call it yours! All you need in one place. Make memories last a lifetime in our luxurious 6 bedroom 5.5 bathrooms home (sleeps 12) at Orlando's premier vacation community. Nice pool. All rooms have a smart TV. Nice full kitchen for those who misses home cooked meals....

  • Home
  • 2800
  •  6
  •  5 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500

The perfect getaway! This 5 bedrooms 4 and 1/2 bathrooms Villa is inside Reunion Resort. Kissimmee, Florida, Listing ID: 29638

The perfect getaway! This 5 bedrooms 4 and 1/2 bathrooms Villa is inside Reunion Resort. Close to all Disney or Universal parks, malls and in the heart of Kissimmee. This is guaranteed fun for the whole family. Enjoy home cooked meals in the fully equipped kitchen. Have a cup of...

  • Home
  • 2700
  •  5
  •  4 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4,000

Reunion Villa By Disney- Encore Resort. This 8 bedrooms 7 bathrooms Contemporary Villa is perfect. Kissimmee, Florida, Listing ID: 29639

Luxury Reunion Villa By Disney- Encore Resort. This 8 bedrooms 7 bathrooms Contemporary Villa is located very close to Disney and has all the features you and your family needs. Our outstanding homes are equipped with game room, movie room, private pool and spa that can be...

  • Home
  • 3500
  •  8
  •  7
Monthly Rent $5,607 - $14,584

Reunion 5 Bed 5 Bath Pool Home, 5 miles from Disney World with Games Area Kissimmee, Florida, Listing ID: 31224

Available January, February and March 2024 Please contact us for more Photos, Matterport Tour of the home and pictures of the resort. ** Restricted Age Limit applies: Please note to reserve this home you must be over the age of 28 (in compliance with Orlando Codes of...

  • Villa
  • 3300
  •  5
  •  5 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500

Come & Enjoy a beautiful, bright apartment with lake view from private balcony & many amenities Kissimmee, Florida, Listing ID: 29554

Your perfect Florida/Disney getaway starts here. Lovely condo fully furnished & equipped, ready for you and your family. An upstairs unit with private patio & spectacular water views of frequent visits  cranes, turtles and other fauna. Amenities including a beautiful clubhouse...

  • Apartment
  • 1220
  •  3
  •  2

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Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,999 - $4,000

Orlando-Disney Themes Decorated Luxury Resort- Windsor Island Resort - Davenport AVAILABLE JANUARY 2024!!! Davenport, Florida, Listing ID: 31459

***Special Offer for Snowbirds: Snowbirds can enjoy an exclusive discount on their extended stay at this wonderful townhouse. Make the most of your time in Orlando, and let this stunning townhouse be the backdrop to your unforgettable vacation. Book your stay today and discover...

  • House
  • 2200
  •  4
  •  3 1/2
Monthly Rent $4,310 - $9,603

Waves Unit 12 - St. Pete Beach, FL St Pete Beach, Florida, Listing ID: 31480

This updated 2BR vacation condo is within a 3-minute walk of postcard-perfect St. Petersburg beaches. Enjoy your stay in the popular Waves complex, offering a heated pool and outdoor lounge. Bonus: a pool chiller provides a refreshing and enjoyable experience during...

  • Condo
  • 0
  •  2
  •  1
Monthly Rent $4,030 - $8,019

Del Boca Vista - Largo, FL Largo, Florida, Listing ID: 31481

Step into your very own modern oasis here in Largo and make the best beach memories in no time! Boasting a bright interior with high-end furnishings, stylish coastal decor, and plenty of room for the whole family to spread out, this will be the perfect...

  • House
  • 0
  •  2
  •  2
Monthly Rent $4,030 - $5,654

Carlton Arms View T3 - Bradenton, FL Bradenton, Florida, Listing ID: 31482

Enjoy a calm, casual retreat right on the banks of the Manatee River and enjoy the view! Set on over 100 acres, the surrounding neighborhood features plenty of walking and biking trails to explore. Enjoy two shared, resort-style pools right by the townhouse. One...

  • Condo
  • 0
  •  2
  •  1
Monthly Rent $4,290 - $5,720

Carlton Arms View B1 # A - Bradenton, FL Bradenton, Florida, Listing ID: 31483

Airy and bright, this riverfront home will be just the place to let your cares slip away. Put on your favorite bathing suit as the days heat up and make your way down to the shared pool for a day of tanning and diving into that novel you have been meaning to get...

  • Condo
  • 0
  •  2
  •  1
Monthly Rent $3,300 - $4,642

Villa at New Smyrna Beach - New Smyrna Beach, FL New Smyrna Beach, Florida, Listing ID: 31530

Swim, sunbathe, and comb the gorgeous shores of New Smyrna Beach at this dog-friendly villa, where you'll enjoy a private patio, a one-block walk to the beach, and shared amenities that include two outdoor pools, a sauna, tennis courts, and a gym!

This home...

  • Villa
  • 0
  •  2
  •  2
Monthly Rent $3,036 - $4,147

Ocean Village L15 - St. Augustine, FL St Augustine, Florida, Listing ID: 31541

At this oceanfront complex, there are plenty of amenities for the perfect beach getaway. With access to tennis courts, community pools, a shared hot tub, and a scenic walkway to the beach, this condo offers it all!

What's Nearby:
This condo is only a...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $2,970 - $7,381

Palma Sola Repose - Bradenton, FL Bradenton, Florida, Listing ID: 31542

Newly renovated with all new furnishings, this beautiful home will be the perfect jumping-off point for endless coastal adventures. As soon as you step foot inside, you will be greeted by the airy living room complete with a sectional sofa, flatscreen TV, and light...

  • House
  • 0
  •  2
  •  2
Monthly Rent $2,409 - $5,555

Hacienda Del Sol #407 - Seaside Hideaway - New Smyrna Beach, FL New Smyrna Beach, Florida, Listing ID: 31544

Take in miles of gorgeous ocean and beach views from your private, furnished balcony at this seaside hideaway! This condo has everything you need for the perfect beach vacation, including a well-equipped kitchen, a dining area with room for the whole family, and free...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $1,990 - $5,049

Ocean Village Club Condo Unit #E-35 - St. Augustine, FL St. Augustine, Florida, Listing ID: 31600

Light and breezy, this spacious condo is ready to welcome beach fans! The decor is beach-inspired from stem to stern, and the neutral colors with bright touches add a touch of sophistication. Enjoy the fresh air out on your own private furnished balcony, or relax in...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $2,112 - $7,469

Daytona Beach Soaring - Daytona Beach Shores, FL Daytona Beach Shores, Florida, Listing ID: 31609

A spectacular view of the ocean and modern beach decor makes this condo a fabulous pick for your Daytona Beach retreat! You'll love walking into this fabulous space cooled by central air conditioning - relax on the comfortable living room couches or head straight out...

  • Home
  • 0
  •  2
  •  2
Monthly Rent $2,112 - $5,214

Captain Coves #102 - Indian Shores, FL Indian Shores, Florida, Listing ID: 31616

This lovely condo is a great place to begin your Florida vacation. Its roomy layout and modern decor make for an enjoyable and relaxing stay. Enjoy waterside views from the kitchen, living room, and dining area. With other amenities like a heated pool and proximity to...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $1,990 - $4,147

Clipper Cabana Beachwalk Condo - St. Augustine, FL St. Augustine, Florida, Listing ID: 31631

Bright, colorful, and boasting a coveted location less than half-a-mile from the clean St. Augustine beaches, this family-friendly condo is waiting to be your home-away-from-home. Inside, you'll find a well-equipped, full galley-style kitchen, a dining table with...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $2,112 - $7,183

Horizons - 102 - Daytona Beach, FL Daytona Beach, Florida, Listing ID: 31633

This beachfront condo overlooks the Atlantic Ocean and offers spectacular sunrise views. Take advantage of the full kitchen to prepare sumptuous meals for your guests. Cuddle up on a comfy couch to watch a favorite show or movie on the large cable TV - with plenty of...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $2,112 - $3,982

Peacock Place - Clearwater, FL Clearwater, Florida, Listing ID: 31639

Known as Peacock Place, this adorable one-level 2BR/1BA home provides easy access to all the must-see attractions of Clearwater and Dunedin. Take your morning coffee on a spacious screened porch. An outdoor patio replete with a dining table and gas grill provides all...

  • House
  • 0
  •  2
  •  1
Monthly Rent $2,950

Stylish 3 Bedroom Townhome, Resort Fees Included, Disney 9 miles Davenport, Florida, Listing ID: 31682

Stylish newly updated 3 bed/2.5 bath townhome on the popular Regal Palms resort, 9 miles to Disney World! Close to resort amenities (350 meters) including lazy river & water slide! Two king bedrooms & a two twin bed room with Smart TVs in all rooms - very large TV in the living...

  • Condo
  • 1300
  •  3
  •  2 1/2

New 2022 home waiting for You. Community Center includes infinity-edge, heated pool, tennis, pickleball. Venice, Florida, Listing ID: 31693

Our home is fully furnished and equipped. Toscana Isles is quite, gated community. Located: 15 minutes drive to Jetty Beach 15 minutes drive to Historic Venice Downtown 5 minutes drive to Publix and Sarasota Hospital 1 h drive to Tampa International Airport 30 minutes...

  • House
  • 2,000
  •  3
  •  2 1/2
Monthly Rent $3,465 - $6,369

2BR 2.5BA Townhouse across from Beach. Pool with intracoastal water views, free parking, surrounded by dining options Indian Shores, Florida, Listing ID: 31721

Grab the flip-flops, sunscreen and the provided beach umbrella, chairs, and towels -- Indian Shores Beach is just across the street from this 2BR/2.5BA. You will be surrounded by multiple dining options -- from quaint cafes to fun pubs to local...

  • Condo
  • 1,084
  •  2
  •  2 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,250

Beautiful 2 bedroom, 1 bathroom long term rental in peaceful Palm Harbor Fl. Close to Everything! Palm Harbor, Florida, Listing ID: 31729

Beautiful 2 bedroom, 1 bathroom home in peaceful Palm Harbor, FL. Fully stocked kitchen, custom lighting, high ceilings, hardwood floors, marble shower, fully furnished and stocked with linens, towels, plates, spices, etc. Front and back patio and large fenced backyard.

  • House
  • 935
  •  2
  •  1
Monthly Rent $4,500

Well appointed 2 bedroom, 2 bathroom home with a home office. Just 2 blocks from the beach! The best snowbird savings! Indian Rocks Beach, Florida, Listing ID: 31758

Welcome to "Garland Circle!" Well appointed 2 bedroom, 2 bathroom home with a home office. Just 2 blocks from the beach! Ready for snowbirds with the best savings of the season! "Garland Circle" is a beautiful beach home featuring 2 bedrooms and 2 bathrooms, a home office...

  • Beach Home
  • 1600
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4,500

Beautiful brand new 2 BR, 2 Bath and a den condo. 2 golf membership is included in rental. Golf / Pond view. North Port, Florida, Listing ID: 31800

Stunning brand new 2nd floor 2 BR/ 2 bath + a Den condo in the highly sought after Wellen Park Golf and Country Club. The open floor plan allows views through to the screened-in lanai that overlooks the lake and golf course . Modern fully equipped Kitchen , Quartz and stainless...

  • Condo
  • 1355
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,630 - $4,920

Right Direction Rentals offers different housing opportunities, One, two and three bedroom villas. Port St Lucie, Florida, Listing ID: 31802

Below are the different rental options we have available. Deluxe Guest Room is equivalent to a standard hotel room. It offers 300 sq ft with two queen beds, full bath with tub, mini refrigerator, coffee maker and microwave One Bedroom Villa - Offers 875 sq ft of apartment...

  • Villa
  • 1200
  •  2
  •  2 1/2
Monthly Rent $3,450

Beach Front Gulf of Mexico Condo for Rent! Beautiful view and ocean with pool and BBQ overlooking at the Gulf of Mexico. Redington Shores, Florida, Listing ID: 31821

Beach Front Gulf of Mexico Condo for Rent! Beautiful view and ocean with pool and BBQ looking at the Gulf of Mexico white, sandy beach Amenities include: Completely Remodeled 1 bedroom, 2 full bathroom condo with balcony. 1 high quality reclining headboard queen bedroom set. 1...

  • Condo
  • 960
  •  1
  •  2
Monthly Rent $5,500

Located in the heart of Florida's Nature Coast, this Riverfront is living at its finest in Homosassa, FL. Homosassa, Florida, Listing ID: 31838

Every three spacious bedrooms feature a king bed, ample closet space, and a USB lamp for convenience. The master bedroom has a large ensuite bath with a tub and shower, and there's a full bath (shower/tub combo) with two sinks on the main floor. Additionally, a half bath on the...

  • House
  • 2150
  •  3
  •  2 1/2
Monthly Rent $2,650

Come and enjoy this newly renovated comfortable home . And spend the the winter in a great quite neighborhood . Lake Placid, Florida, Listing ID: 31842

This recently renovated 2-bedroom, 2-bathroom lake house offers a perfect blend of comfort and serene waterfront living. Step into a home that has been revitalized with new flooring, a stylish master bathroom, new roofing, and various interior enhancements, reflecting a rustic...

  • Home
  • 1540
  •  2
  •  2

GREAT LOCATION! Near Hutchinson Island (Jensen Beach) - Savannah Preserve State Park ..Clover Park (MET Spring Training) Port St Lucie, Florida, Listing ID: 31868

Gorgeous Ranch home! 3BD 2BA, fenced backyard ..just minutes away from Hutchinson Island (Jensen Beach).. Savannah Preserve State Park.. Clover Park (Mets spring training).. shopping and great restaurants!

  • Home
  • 2200
  •  3
  •  2

Gorgeous 4bd/3bath townhome with private pool at Champions Gate Resort Davenport, Florida, Listing ID: 31886

Amazing 4-bedroom, 3-bathroom Townhome at the best resort in Davenport - Champions Gate, sleeps 10 people, all furnished, free Wi-Fi, parking, private pool, BBQ Grill, bed sheets, towels, pack-n-play, highchair, all included. All guests are welcome to use all the resort...

  • Home
  • 1914
  •  4
  •  3

Amazing 4 bd/3.5 bath townhome at Regal Palms Resort Davenport, Florida, Listing ID: 31904

Beautiful 4 bedroom townhouse located in the popular Regal Palms Resort offering great amenities for adult and kids alike - featuring resort pool, lazy river, arcades and its own restaurant. This home has been upgraded recently. Please be aware there is $20 per home per night...

  • House
  • 1856
  •  4
  •  3 1/2

Gorgeous 4bd house with private pool, recently upgraded! Davenport, Florida, Listing ID: 31905

4 Bedroom / 3 Bath – 1,960 sq ft (183 sq meters) Lake Berkley Chic is a ground floor 4-bedroom vacation home located in Lake Berkley Resort in Kissimmee, FL. Within 10 minutes of Walt Disney World, this home is perfect to unwind during your visit to Central Florida. Your...

  • House
  • 1960
  •  4
  •  3
Monthly Rent $3,900 - $4,650

Penthouse, 8th Floor Oceanfront Balcony & Pool, has the BEST VIEW! Smyrna Beach Club 814B New Smyrna Beach, Florida, Listing ID: 31912

Smyrna Beach Club 814B, Penthouse, 8th Floor Oceanfront Balcony
It's impossible to not fall in love with Smyrna Beach Club 814B when it grants you a bird's eye view of the shore below and the Atlantic beyond. This one-bedroom, one-bathroom retreat is for the...

  • Condo
  • 820
  •  1
  •  1
Monthly Rent $3,030 - $3,360

Oceanfront Balcony 3BR Sleeps 8! Beachfront Pool & Tennis: Sunrise 309 New Smyrna Beach, Florida, Listing ID: 31913

Oceanfront Balcony 3BR Sleeps 8! Beachfront Pool & Tennis: Sunrise 309
Enjoy a scenic view of New Smyrna Beach and vast stretches of the Atlantic Ocean from every angle of Sunrise 309. The Sunrise condominium complex is located right on the beach so whether morning...

  • Condo
  • 1515
  •  3
  •  2
Monthly Rent $2,220 - $3,150

Oceanfront Balcony, Heated Pool 2BR Sleeps 7, Gated, Tennis/Basketball/Shuffleboard, Lounge w/Pool Tables, Roof Access New Smyrna Beach, Florida, Listing ID: 31914

Southwind 204
Oceanfront Balcony, Heated Pool 2BR Sleeps 7, Restricted Private Gated Access, Tennis/Basketball/Shuffleboard, Lounge w/Pool Tables, Roof Access

Great Ocean Condos Welcomes You to Southwind 204 Our updated condo at Southwind 204 is above the...

  • Condo
  • 1240
  •  2
  •  2
Monthly Rent $7,950 - $11,220

Oceanfront Balcony, Heated Pool 3BR Sleeps 9, Gated, Tennis/Basketball/Shuffleboard, Lounge w/Pool Tables, Roof Access New Smyrna Beach, Florida, Listing ID: 31915

Southwind 905
Oceanfront Balcony, Heated Pool 3BR Sleeps 9, Private Gated Access, Tennis/Basketball/Shuffleboard, Lounge w/Pool Tables, Roof Access Please note that this unit has a 7 day stay and rents weekly in March. Saturday - Saturday bookings only. This...

  • Condo
  • 1865
  •  3
  •  3
Monthly Rent $10,860 - $12,900

3BR 2,000SqFt Sleeps 8, Every Room is Oceanfront! Beachfront Balcony, Pool and Hot Tub: Atlantic Villas 301 New Smyrna Beach, Florida, Listing ID: 31916

Atlantic Villas 301
3BR 2,000SqFt Sleeps 8, Every Room is Oceanfront! Beachfront Balcony, Pool and Hot Tub: Atlantic Villas 301
Treat yourself to the most prestigious complex and stunning views New Smyrna Beach has to offer! Atlantic Villas 301 pampers guests...

  • Condo
  • 2,000
  •  3
  •  3
Monthly Rent $10,710 - $12,900

PET FRIENDLY 3BR 2BA OCEAN-VIEW Balcony HEATED POOL & HOT TUB “Ebb Tide 203” New Smyrna Beach, Florida, Listing ID: 31917

The Elevator renovation is scheduled to begin 9/5/23 and both the North and South elevators will be down until approximately 12/1/23. Chic, high-end, and filled with oceanfront views? Ebb Tide 203 checks every box for a luxury beach vacation! This three-bedroom, two-bathroom...

  • Condo
  • 0
  •  3
  •  2
Monthly Rent $7,380 - $8,850

2BR Beachfront Balcony, 2 Pools and Grill: Colony Beach Club 250 New Smyrna Beach, Florida, Listing ID: 31918

Colony Beach Club 250
Vacation is a time dedicated to relaxing and indulging in the finer things in life, which is why Colony Beach Club 250 makes for the quintessential beach getaway. This 2-bedroom, 2-bathroom condo pampers guests with the best New Smyrna Beach...

  • Condo
  • 874
  •  2
  •  2
Monthly Rent $7,080 - $8,220

Madeira Bay Resort I 1505 Madeira Beach, Florida, Listing ID: 31919

Top Reasons to Book: • Beach access directly across the street as well as on site fishing and charter boats. • Short stroll away from many shops and restaurants. • Property includes free WiFi and a shared outdoor pool with a beautiful sundeck. • Boat slips available...

  • Condo
  • 762
  •  2
  •  2
Monthly Rent $2,910 - $3,990

Sunset Villas 3 Redington Shores, Florida, Listing ID: 31920

Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies per condo, one facing South overlooking the Gulf and one facing North. • Onsite heated pool & direct beach access. Experience true Florida living...

  • Condo
  • 1100
  •  2
  •  2
Monthly Rent $2,430 - $2,640

Pelican Pointe 5B Indian Shores, Florida, Listing ID: 31921

Top Reasons to book this Lavish Beachfront Escape: • Two private balconies, enjoy panoramic views of the sugary white sands of Indians Shores. • Luxurious main suite with balcony access and a stunning view of the Gulf of Mexico. • Beautifully decorated throughout to...

  • House
  • 1200
  •  2
  •  2 1/2
Monthly Rent $7,320 - $8,400

The Harbor Condo 303 - Premier Madeira Beach, Florida, Listing ID: 31922

The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Just a block from beautiful, white sand Madeira Beach! • Wonderful amenities such as a heated pool and spa as...

  • Condo
  • 1570
  •  3
  •  2 1/2
Monthly Rent $5,070 - $5,580

Salt Water Suites 01 - Coconut Palm 1BR Suite North Redington Beach, Florida, Listing ID: 31923

The Original Salt Water Suites property is a meticulously maintained property in the heart of North Redington Beach. The owners of the property have furnished and decorated these adorable, one of a kind 1BR and Studio Suites with so much love and attention to detail. We...

  • Condo
  • 600
  •  1
  •  1
Monthly Rent $4,320 - $5,280

Beach Quarters #2 Gulfport, Florida, Listing ID: 31924

Top Reasons to Book: * 173 Yards to the Gulfport Beach Recreation Area * 5 Miles to St. Pete Beach * Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Coin Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques *...

  • Condo
  • 600
  •  1
  •  1
Monthly Rent $5,520 - $6,390

C1-Sea Turtle Madeira Beach, Florida, Listing ID: 31925

Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! •...

  • House
  • 500
  •  1
  •  1
Monthly Rent $5,490 - $6,690

Land's End 1-404 Bay Front - Premier Treasure Island, Florida, Listing ID: 31926

Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your...

  • Condo
  • 800
  •  1
  •  1
Monthly Rent $7,560 - $9,270

Land's End 10-202 Beach Front - Premier Treasure Island, Florida, Listing ID: 31927

Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your...

  • Condo
  • 1100
  •  2
  •  2

Sunset Beach House, 2 Bedroom, Sleeps 6, Gulf View, WiFi Sarasota, Florida, Listing ID: 31952

An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with...

  • Condo
  • 1010
  •  2
  •  1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,800

Midcentury Bungalow in Downtown Orlando. Orlando, Florida, Listing ID: 31960

This warm and clean house is remodeled to the original period it was built. A walk back in time makes this home perfect for reflection and creativity. The living room, kitchen, laundry room, dining area, office space and bathroom are entirely redone to blend midcentury accents...

  • House
  • 1300
  •  3
  •  1
Monthly Rent $6,510 - $17,750

2BR Oceanfront Dog Friendly | Deck Anna Maria, Florida, Listing ID: 32344

You'll be able to spot this adorable mint-green bungalow from down the street! This charming home's dazzling location backs up to the bay with wide-open views of the waves. Keep an eye out for dolphins from your deck or bring a book out to the beach chairs and stick your toes in...

  • House
  • 1300
  •  2
  •  2
Monthly Rent $6,230 - $30,840

3BR Dog Friendly | Pool | Balcony | Game Room Anna Maria, Florida, Listing ID: 32345

A special time awaits you at this updated beach house on Anna Maria Island. Featuring a dog-friendly attitude, a private lagoon pool, and easy access to Bean Point Beach, this house will leave you dreaming about the tropics for weeks after your trip. Located at the tip of Anna...

  • House
  • 2000
  •  3
  •  2
Monthly Rent $10,280 - $26,850

Breezy 3BR Waterview Dog Friendly | Pool | Dock Anna Maria, Florida, Listing ID: 32346

Retreat to your very own garden oasis at this three-bedroom Anna Maria home, a waterfront escape with a private dock on the canal, an outdoor pool, and an enviable location mere blocks from Bean Point Beach. You'll find this home on the serene North End of Anna Maria Island,...

  • House
  • 1750
  •  3
  •  2
Monthly Rent $1,990 - $4,010

2BR condo with a dock, water views, BBQ area, W/D Apollo Beach, Florida, Listing ID: 32347

Welcome to the perfect home base for all of your adventures in Apollo Beach! Centrally located to Tampa, St. Pete, and Sarasota, this waterfront condo is the perfect retreat for all of your adventures whether you are traveling with family, friends, your significant other, or by...

  • Condo
  • 740
  •  2
  •  1
Monthly Rent $2,897 - $8,232

Elegant 2BR 1st-Floor Condo | Patio | Pool | AC Belleair Beach, Florida, Listing ID: 32348

*30-day minimum stay required or calendar month* Nestled next to famous Clearwater Beach, upscale Belleair Beach is one of the Gulf Coast's best-kept secrets if you are looking for an extended getaway from the hustle of the everyday. This gorgeous ground-floor condo offers...

  • Condo
  • 1085
  •  2
  •  2
Monthly Rent $3,100 - $5,600

2BR Waterview Dog Friendly | Dock | Deck | W/D Bokeelia, Florida, Listing ID: 32351

Old Florida meets modern comfort and convenience in this charming Bokeelia home. There's a homey feel from the moment you step through the front door into the first of two comfortable seating areas, each with beachy touches, plenty of seating and flatscreen TVs with streaming...

  • House
  • 910
  •  2
  •  2
Monthly Rent $1,990 - $5,370

Sunny 2BR 1st-Floor | Patio | Pool | Bradenton, Florida, Listing ID: 32357

Enjoy views of the adjacent pond from this bright and inviting, single-level condo. Prepare all your favorite recipes in the well-equipped, full kitchen and then dine together in the attached breakfast nook or over at the more formal table for six. Start your mornings off with...

  • Condo
  • 1174
  •  2
  •  2
Monthly Rent $1,990 - $6,710

2BR | Washer/Dryer | Pool | Patio | Central AC Bradenton, Florida, Listing ID: 32358

It won't be easy to decide what to do first when you stay at this eclectic two-story townhome. The community pool is at your disposal the moment you step out the front door, and the complex is canal front so you can sit on the bench and take in the tranquil views as the boats...

  • Townhouse
  • 1336
  •  2
  •  2
Monthly Rent $3,000 - $8,570

Charming 3BR Dog Friendly | Patio | W/D Bradenton, Florida, Listing ID: 32359

Welcome to your ultimate Florida getaway, the vacation you've been dreaming of! This lovely home is only a block-and-a-half away from the riverwalk and Manatee River, one-and-a-half miles from The Bishop Museum Of Science And Nature, and six miles from Bradenton Beach and Anna...

  • House
  • 1524
  •  3
  •  2
Monthly Rent $6,750 - $11,800

Upscale 3BR Lakeview Dog Friendly | Pool | Balcony Bradenton, Florida, Listing ID: 32360

Golf course views and beautiful blue skies set the tone for this lovely home. Enjoy them both from your own private pool, complete with a lanai for extra comfort. When you're not lounging poolside, rinse off in the outdoor shower and head inside. Multiple relaxing spaces await,...

  • House
  • 3418
  •  3
  •  3
Monthly Rent $6,250 - $17,710

Waterfront 2BR Oceanfront | Pool | Beach Access Bradenton Beach, Florida, Listing ID: 32361

Stroll out to the sand, swim in the shared pool, or enjoy spectacular sunsets from the balcony of this beautiful Anna Maria Island vacation condo. With an updated, fully equipped kitchen, two bedrooms, and space for four guests, this home is ready-made for your next getaway to...

  • Condo
  • 1195
  •  2
  •  2
Monthly Rent $2,890 - $8,850

Open 1BR Bayview Inn | Patio | Pool Bradenton Beach, Florida, Listing ID: 32362

Take it easy and enjoy the laid-back, coastal lifestyle here in Bradenton Beach with a stay in this sunny condo perfect for a romantic getaway or small family vacation! Guests will love the open concept and bright interior that is flooded with natural light. Spend your days...

  • Condo
  • 550
  •  1
  •  1
Monthly Rent $4,510 - $5,290

1BR 3rd-Floor | Balcony | Pool | Bradenton Beach, Florida, Listing ID: 32363

This one-bedroom condo at Coquina Reef is your ticket to laid-back island living just steps from the sparkling shores of beautiful Bradenton Beach. Take in pool views and Gulf breezes on the private, screened balcony - the perfect spot for morning coffee and afternoon cocktails....

  • Condo
  • 590
  •  1
  •  1