Kissimmee Listings

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$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
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,700 - $3,450

THANKYOU for looking at our beautiful villa 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 $1,830 - $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 $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 - $5,070

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 $2,950 - $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
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
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

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
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
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

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 $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
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 $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 $2,800 - $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 $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

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Monthly Rent $3,230 - $5,950

3BR | Pool | Enclosed Yard | Washer/Dryer Port Charlotte, Florida, Listing ID: 32953

Escape from the hustle and bustle of everyday life at this awe-inspiring home! This is the ideal spot to bring your friends and families to due to its prime location, being right next to some incredible hotspots such as Ollie's Pond Park, where you can catch a glimpse of a group...

  • House
  • 2285
  •  3
  •  2
Monthly Rent $2,760 - $7,960

Riverfront 3BR, dog-friendly with private pool Port Charlotte, Florida, Listing ID: 32954

Enjoy a beautiful sunset on the canal from your private pool deck, covered by a lanai so guests can unwind no matter what the weather. Or spend sun-filled days splashing in the surf and relaxing on the sand at the beach - within 15 miles from home. This lovely home offers room...

  • House
  • 2132
  •  3
  •  2
Monthly Rent $2,760 - $8,820

3BR Dog Friendly | Private Pool | Patio | Firepit Port Charlotte, Florida, Listing ID: 32955

A Florida Gulf Coast getaway awaits at this three-bedroom retreat! Boasting updated design comfort and features including a private, fully screened heated pool, this East Englewood home offers a quiet, convenient location within walking distance to The Cove of Rotonda Golf...

  • House
  • 1620
  •  3
  •  2
Monthly Rent $4,131 - $5,713

Dog-friendly 3BR home with sunroom & AC Port Orange, Florida, Listing ID: 32956

Located just 0.3 miles from the sparkling coastline, this lovely family-friendly home is a sure bet for your next beach vacation. This charming slice of coastal paradise features a single-level layout with ample room to relax and entertain. Two living areas present two options...

  • House
  • 2294
  •  3
  •  2
Monthly Rent $3,760 - $5,240

All-new 3BR Treasure Coast Dog Friendly | Patio Port St. Lucie, Florida, Listing ID: 32959

The hunt is over! This Treasure Coast gem has just what you need for an unforgettable getaway to the Sunshine State. All-new as of 2022, this gorgeous three-bedroom home comes fully equipped for modern comfort and convenience. Parks, shopping, and St. Lucie River access are all...

  • House
  • 1700
  •  3
  •  1
Monthly Rent $4,495 - $6,728

Gorgeous 3BR Oceanfront 2nd-Floor | Pool Punta Gorda, Florida, Listing ID: 32960

Water views, frolicking dolphins right outside your window, blue skies, and wide-open waters - if that sounds good to you, you've found the perfect vacation getaway with this waterfront condo. Located within a quiet, gated community, the condo is only a short drive to the famed...

  • Condo
  • 2500
  •  3
  •  2
Monthly Rent $8,400 - $10,607

Stunning 3BR Oceanfront | Balcony | Pool Redington Beach, Florida, Listing ID: 32961

Completely updated and redecorated, this roomy, sunlit, penthouse condo features a full kitchen with all-new appliances, a furnished balcony with spectacular beach views, and access to two shared pools, a hot tub, and a picnic area with tables and twin gas grills. What's nearby:...

  • Condo
  • 2500
  •  3
  •  3
Monthly Rent $4,843 - $8,988

Amazing 2BR Oceanfront 1st-Floor | Balcony Redington Shores, Florida, Listing ID: 32962

Escape the hustle and bustle of the everyday drenched in the charm of the coastal community of Redington Shores. Tucked away amongst local restaurants and shops and framed in natural beauty, Lighthouse Point offers a carefree respite from the 'real world.' Enjoy breathtaking...

  • Condo
  • 1220
  •  2
  •  2
Monthly Rent $5,380 - $14,062

Stunning 2BR Oceanfront 4th-Floor | Balcony Redington Shores, Florida, Listing ID: 32963

Enjoy the sounds of surf and seagulls from this sophisticated and modern condo overlooking the sparkling waters of the Gulf of Mexico. Furnished for those who appreciate a touch of luxury, this home-away-from-home has all the bells and whistles one would expect. Drift off to...

  • Condo
  • 1220
  •  2
  •  2
Monthly Rent $2,900 - $4,360

Sunny 3BR | Pool | Hot Tub | Balcony | W/D Reunion, Florida, Listing ID: 32964

Perfect for your next family or friend retreat, this vibrant Reunion townhome is ready to welcome you! Near your stay, explore Florida at its finest when you head for the Reunion Resort Water Park, Sky Pirates Ballooning (Hot Air Balloon Rides), Orange Lake Golf Course, and of...

  • Townhouse
  • 2124
  •  3
  •  3
Monthly Rent $8,260 - $13,950

Singer Island Serenity | House in Riviera Beach Riviera Beach, Florida, Listing ID: 32965

Welcome to Singer Island Serenity, managed by Vacasa. This house is located in Riviera Beach but your 24/7 support is always nearby. This house features 3 bedrooms and 2 bathrooms with space enough for 6. Please review our property photos and our available amenities to make sure...

  • House
  • 1676
  •  3
  •  2
Monthly Rent $3,590 - $10,560

3BR Waterview Dog Friendly | Private Pool | Dock Rotonda West, Florida, Listing ID: 32966

The best of Southwest Florida awaits at this canal-front oasis in Rotonda West. The bright interior of this 2,200-square-foot home features an open floor plan and an opportunity for authentic indoor/outdoor living, with two walls of glass doors that open onto the covered pool...

  • House
  • 2122
  •  3
  •  3
Monthly Rent $2,760 - $8,340

3BR Dog Friendly | Pool | Patio | Firepit | W/D Rotonda West, Florida, Listing ID: 32968

Find relaxation, South Florida sunshine, and countless memorable activities and excursions at this breezy, single-story home in Rotonda West. Here amid the tropical greenery, you'll have a private heated pool, a screened lanai for your backyard barbecues, and easy access to golf...

  • House
  • 1330
  •  3
  •  2
Monthly Rent $4,120 - $6,960

Lucky One Coastal Retreat | House in Rotonda West Rotonda West, Florida, Listing ID: 32969

Welcome to Lucky One Coastal Retreat, managed by Vacasa. This house is located in Rotonda West but your 24/7 support is always nearby. This house features 3 bedrooms and 2 bathrooms with space enough for 8. Please review our property photos and our available amenities to make...

  • House
  • 2070
  •  3
  •  2
Monthly Rent $2,676 - $5,956

Charming 3BR | Lanai | W/D | Central AC Sarasota, Florida, Listing ID: 32988

On a quiet street with two giant oak trees providing shade from the hot sun, you'll find this completely remodeled home waiting for you and your loved ones to enjoy the beach vacation of your dreams. With the beach just down the road, take the gear provided and lounge on the...

  • House
  • 1307
  •  3
  •  2
Monthly Rent $4,640 - $6,910

Large 2BR | Patio | Garage Parking | W/D Sarasota, Florida, Listing ID: 32989

Find a tranquil home base that's close to downtown attractions and the scenic shores of Sarasota Bay at this two-bedroom, ranch-style home in a quiet, desirable neighborhood of Sarasota. You'll find this home six miles north of downtown, in a neighborhood where you can take...

  • House
  • 1416
  •  2
  •  2
Monthly Rent $2,640 - $13,090

Dreamy 2BR 1st-Floor | Balcony | Pool Sarasota, Florida, Listing ID: 32990

Welcome to the Lido Del Mare! This beautifully renovated condo has everything you need to enjoy comfort, relaxation, and bliss while soaking in the sun. This stunning condo is in the prime location in the community of Embassy Villas and within one block from the pool and the...

  • Condo
  • 1060
  •  2
  •  2
Monthly Rent $2,760 - $10,090

Sunset view 3BR Oceanfront Dog Friendly | Deck Sarasota, Florida, Listing ID: 32991

Treat your family, friends, and beloved dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from...

  • House
  • 2050
  •  3
  •  3
Monthly Rent $4,030 - $9,479

Enchanting 3BR Waterview Dog Friendly | Pool Sarasota, Florida, Listing ID: 32992

Find peace, serenity, and fun on the west Florida shore in this charming townhome! With so many things to do and sights to see, your group will always be entertained when staying here. Take a short drive to the Gulf of Mexico where you can play all day on the waves parasailing,...

  • Townhouse
  • 2153
  •  3
  •  3
Monthly Rent $4,060 - $17,780

Dreamy 3BR - pool, lanai, fast WiFi, dog-friendly Sarasota, Florida, Listing ID: 32994

A Sarasota escape is just what you need to reset and recharge, so make your way to this fantastic home-away-from-home. Spending time with loved ones will be a breeze as you soak up some sunshine in the lanai boasting a private sparkling pool, a furnished patio, lounge chairs,...

  • House
  • 1842
  •  3
  •  2
Monthly Rent $2,033 - $5,211

2BR Oceanfront Dog Friendly | Pool | Balcony Satellite Beach, Florida, Listing ID: 32995

Breeze into beachside living at this breezy, Satellite Beach condo. Ideally situated in an oceanfront complex, make the most of Florida's famous sunshine with direct beach access and a sparkling, outdoor pool. For those on a golf-and-play getaway, a practice putting green is...

  • House
  • 924
  •  2
  •  1
Monthly Rent $2,170 - $3,260

2BR dog-friendly home with patio and gas grill Sebastian, Florida, Listing ID: 33001

Set your sights on this quiet street home in the sunny city of Sebastian, Florida! Discover the magic of the nearby local attractions, such as the McLarty Treasure Museum, where a stunning collection of deep-sea plunders awaits. Enjoy the shores of the titular Sebastian Inlet...

  • House
  • 1114
  •  2
  •  2
Monthly Rent $4,002 - $7,133

Lovely 2BR Bayview | Balcony | Pool Siesta Key, Florida, Listing ID: 33002

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This second-floor condo offers privacy, seclusion, a view of the bay, and a host of other great amenities. You will enjoy access to...

  • Condo
  • 975
  •  2
  •  2
Monthly Rent $4,342 - $7,875

Monthly DOG-FRIENDLY Ground-Floor, Waterfront on canal, w/Pool and Grill, 1/2Mile to Beach! Rent: $4,342 - $7,875 Siesta Key, Florida, Listing ID: 33005

Turtle Bay Beauty - Siesta Key, FL Updated, canal-front, dog-friendly condo with lanai & pool - walk to beach Sitting directly on Turtle Bay Canal, this updated, first-floor condo puts you in a prime position to enjoy the spectacular sands of Siesta Key, an easy...

  • Condo
  • 922
  •  2
  •  2
Monthly Rent $1,990 - $8,330

Walk to Beach 2BR 1st-Floor | Patio | Private Pool St. Augustine, Florida, Listing ID: 33006

This charming 2BR/2BA coastal condo is located in the Amelia South Condominiums complex, just steps from the shore! Follow the private boardwalk for direct access to the beach, or soak up the sun at the shared pool. Spend breezy coastal evenings relaxing on your private covered...

  • Condo
  • 1104
  •  2
  •  2
Monthly Rent $1,990 - $6,970

Spacious 2BR Oceanview Crescent Beach | Balcony St. Augustine, Florida, Listing ID: 33007

This condo is one of the largest in the complex, with over 1,200 square feet of panoramic beach and Intracoastal waterway views. The living room features a wall of sliding glass doors that leads onto a private patio where you can chill in the balmy breezes, listen to the rolling...

  • Condo
  • 1200
  •  2
  •  2
Monthly Rent $2,660 - $5,170

Comfortable 3BR Dog Friendly | Deck | W/D St. Augustine, Florida, Listing ID: 33008

It's easy to relax in this home right in the middle of downtown Saint Augustine. Decorated with stylish bright colors, this home's welcoming design encourages guests to settle down and enjoy each other's company in the living room and back deck. The fully equipped kitchen is...

  • House
  • 1056
  •  3
  •  2
Monthly Rent $2,760 - $6,660

3BR 1st-Floor | Patio | Pool | Dog Friendly St. Augustine, Florida, Listing ID: 33012

Welcome to Ocean Reef 103, the ideal ground floor condo, located just minutes from the beach. While this is a condo it feels more like a home with its ideal layout for a large family or two couples traveling together, it even offers a shaded back porch overlooking the pool and...

  • Condo
  • 1700
  •  3
  •  2
Monthly Rent $3,238 - $5,667

Inviting 2BR | Deck | Washer/Dryer St. Pete Beach, Florida, Listing ID: 33013

Enjoy the vintage amenities and unique decor that highlighting this home's interior. With an abundance of character, this is one of the original Florida beach getaway cottages from a slower-paced time that can really give you that 'Old Florida' feel. Enjoy the beautiful beach...

  • House
  • 1040
  •  2
  •  2
Monthly Rent $1,990 - $4,690

2BR bayfront with pool, hot tub, gym, & balcony St. Pete Beach, Florida, Listing ID: 33014

This Holiday Island condo is the perfect choice for a Gulf Coast getaway. Boasting beautiful views of Tampa Bay, this first-floor waterfront condo comes complete with on-site access to a fabulous suite of amenities and offers an unbeatable location near the beach and St....

  • Condo
  • 830
  •  2
  •  2
Monthly Rent $3,345 - $6,726

2BR Lakefront 1st-Floor | Deck | Pool St. Petersburg, Florida, Listing ID: 33015

Set on the shores of a lake, this condo is ready to welcome you to comfort! Enjoy dinner or drinks on the deck or in your own screened-in porch. Central air conditioning, tiled floors, and ceiling fans ensure that guests will be comfortable their entire stay. A desk space in the...

  • Condo
  • 890
  •  2
  •  2
Monthly Rent $3,600 - $9,260

2BR Bayview 4th-Floor | Balcony | Pool St. Petersburg, Florida, Listing ID: 33016

Stunning waterfront views, a private beach, and a seaside balcony with the famous Don CeSar as your backdrop - welcome to paradise in St. Pete! This fourth-floor, end-unit condo offers ultimate privacy and highlights like the spectacular water views from every room. On-site...

  • Condo
  • 1150
  •  2
  •  2
Monthly Rent $4,798 - $11,105

2BR Waterview Dog Friendly | Private Pool | Dock St. Petersburg, Florida, Listing ID: 33017

Classic Florida charm meets modern coastal style at this stunning and very private 2BR/2BA home, perfectly nestled in a beautiful Intracoastal cove with stunning views. Tropical landscaping, cool ocean-inspired tones, chic beach decor, and an abundance of natural light fill the...

  • House
  • 1140
  •  2
  •  2
Monthly Rent $5,920 - $20,880

Chic 3BR Oceanview Dog Friendly | Pool | Deck St. Petersburg, Florida, Listing ID: 33018

Modern Intracoastal retreat meets alluring outdoor living best describes this beautifully remodeled 3BR/2BA home. Located on a quiet cul-de-sac, this stunning oasis overlooks 150' of seawall with spectacular views. Take a dip in the waterfront pool while burgers sizzle in the...

  • House
  • 2584
  •  3
  •  2
Monthly Rent $2,402 - $4,906

Monthly DOG-FRIENDLY St. Pete, 2BR (Sleeps 4) 1BA downtown district w/covered porch, fenced patio Rent: $2,402 - $4,906 St. Petersburg, Florida, Listing ID: 33019

St. Pete Birds Nest - St. Petersburg, FL Dog-Friendly Second-Floor Retreat with WiFi, Private Patio, & Great Location You can’t get cuter than this second-floor, two bedroom retreat, right in the heart of St. Pete. You’re just two blocks north of Central Avenue...

  • Cottage
  • 638
  •  2
  •  1
Monthly Rent $1,990 - $4,620

2BR Dog Friendly | Patio | W/D | Snowbird Friendly St. Petersburg, Florida, Listing ID: 33020

Your own private party begins now: with a backyard tiki bar, gas grill, and large patio, you'll have to force yourself to leave and explore the city around this cute St. Pete hideaway. Inside, you'll find a one-level layout, decorated in a sweet Florida style. The bright and...

  • House
  • 1032
  •  2
  •  1
Monthly Rent $2,477 - $7,360

2BR Dog Friendly | Hot Tub | Patio | Firepit St. Petersburg, Florida, Listing ID: 33021

Colorful quarters, sparkling waters, and magical amusements can be found every day at your stay in Petersburg. Nearby, curate fun memories at the St. Petersburg Saturday Morning Market, Sunken Gardens, and Smugglers Cove Adventure Golf. Pulling up to your stay, quickly fall for...

  • House
  • 1218
  •  2
  •  2
Monthly Rent $1,800 - $4,180

Wonderful 2BR Oceanfront 5th-Floor | Balcony Treasure Island, Florida, Listing ID: 33026

Get your fill of sandy toes and sun-kissed skin on a much-needed getaway to Treasure Island! As soon as you arrive, you will be drawn to the private balcony where you can easily sip a favorite drink in the salty air as you look out to blue waters as far as the eye can see....

  • Condo
  • 1270
  •  2
  •  2