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Florida Rentals with Private Pool

(3577 rentals)
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Cape Coral Yacht Club Beech

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax in Comfort, Technology, Luxury & Heated Pool - Adults Only Property Welcome to Cape Coral Florida; while you're here why not enjoy this beautiful 3 bedroom, 1 Office/Workout room with 2 baths, Heated Pool and Outdoor Kitchen area home built in November 2017; the Home is constantly being...

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$255
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to enjoy the manatees or catch dinner!...

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$201
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$2,181
avg per night
Panama City Beach Condo
Sleeps 9, 3 bedrooms, 3 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Smokies and Sand Getaways presents the Majestic Cottage at Edgewater. The timeless Edgewater Beach Resort is located on the Gulf of Mexico in the heart of Panama City Beach with its beautiful sugary sand and emerald blue waters. It is the only full-service resort in Panama City Beach. Edgewater is a gated...

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$222
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous...

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$2,148
avg per night

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New
Naples Villa
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...

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$910
avg per night
Deerfield Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Deerfield Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Casita Caruso, your home away from home in the Cove, Deerfield Beach!Soak up the Florida sunshine in your own tropical paradise — enjoy the private heated saltwater pool, deck with lounge chairs, covered patio with dining set, Weber grill, and outdoor TV!This inviting 3-bedroom...

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Featured review

"Fabulous"

Had a great stay over 2023 New Years. House was as described and clean. A great time was had by all!

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$464
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Turtle's Getaway! You will be close to everything when you stay at this SALTWATER pool home with over 2200sq ft in the SW Cape Coral. Your family will love your stay here! Located just off Veteran's Parkway & 20th Ave btwn Surfside and Chiquita Blvds, it is close to restaurants,...

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$219
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NEWLY RENOVATED! In the heart of Holmes Beach on Anna Maria Island rests this charming home just steps to the beaches. This newly remodeled home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria Hideaway lies within a stone's throw from the...

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Featured review

"great location"

We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.

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$340
avg per night
Panama City Beach Condo
Sleeps 5, 1 bedroom, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Celadon #1903, on the 19th floor, is on PCB's quiet west end and is a beautiful Gulf-front condo with amazing views gulf front balcony. See the beach and turquoise waters from the living area and private balcony. The condo sleeps up to 4 adults with a spacious king bedroom, sleeper sofa, and two...

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Featured review

"Family Getaway"

Great place to stay. Condo was just perfect for our family of four. Definitely would book again. Condo is close to the beach as well so you don’t have to walk as far

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$181
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...

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$275
avg per night
Redington Shores House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Belle’s Paradise, our cozy beach house located on a natural barrier island on the Gulf of Mexico in Redington Shores, Florida. Redington Shores is a bit of a hidden gem, being a quiet, low key beach community tucked between the vibrant cities of Clearwater & St Petersburg. This...

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Featured review

"Superb Location, Well Appointed, Cool Styling + Pool!!!"

What an awesome property! The proximity to the beach is excellent (1 block) and definitely a plus but location was just the beginning!!! The owners have totally updated this Florida beach home with a cool mid-century...

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$221
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to La Isla Bonita!- Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong table, and basketball game - Impressive deck with breathtaking views - 4 spacious bedrooms & 4 bathrooms - 3-story home with elevator - Close proximity to local dining,...

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Featured review

"Seas the Day"

Great accommodations..good location to shopping, marina, Anna Maria Island, restaurants.. quick response from Mgmt Team for minor issue.. quiet area, carport, security gate.. enjoyed our time there..

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$626
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

This east end corner unit located at Palazzo on the 11th floor ( #1101) allows you to enjoy the incredible views this condo offers from the all of the windows to the balcony. This 11th floor end unit actually has an approximate 15th floor elevation due to the four levels of covered, elevated parking for...

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$351
avg per night
Marathon House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa FranchellaEscape to paradise and experience the epitome of luxury living in this new breathtaking 4-bedroom, 3-bathroom waterfront home in Marathon, FL. Located just minutes from the Gulf of Mexico with easy access from the 45' of available dockage, this newly renovated sanctuary offers...

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$690
avg per night
Special Offer
Kissimmee Villa
Sleeps 12, 6 bedrooms, 4.5 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Villa is fully air conditioned, pool has solar heating, all rooms have cable tv, Free WIFI, local calls are free, Safe and baby equipment also available for use at no extra cost.The villa has a 30ft South West facing solar heated Pool/Spa with a large patio area with table chairs and sun loungers,Also...

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Featured review

"Extremely Satisfied"

My family and I enjoyed our stay at Brendas home. It was clean and very comfortable. It felt just like “home”. Though it was too cold that week in Florida, we weren’t able to enjoy the pool and jacuzzi...

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$191
avg per night
Davenport House
Sleeps 10, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Solterra Resort in Davenport, Florida is conveniently located within a 20-minute drive and just 14 miles from Walt Disney World. This stunning resort is among Orlando's top vacation destinations, boasting every amenity imaginable. Nestled on a serene lot with picturesque pond views, the popular Bimini...

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$297
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...

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$1,881
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

* Beach Chair Service complimentary March - Oct 10, 2025! ($60/day value!) Palazzo #1305 is a stunning condo that offers beautiful ocean views and an array of high-end amenities. Located on the pristine shores of the Gulf, this charming 1-bedroom, 2-bath condo with bunk room comfortably accommodates...

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Featured review

"Beautiful condo"

Very nice condo - beautifully decorated and well equipped. Excellent location with gorgeous view! Thoroughly enjoyed our stay!

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$173
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 9 miles to Boca Grande, Englewood Beach & Manasota Key

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Fully loaded...includes beach chairs, umbrellas, coolers, beach towels, grill...just bring your clothes, food, drinks and sunscreen!BEAUTIFUL AND CLEAN 2,100 sq. ft. home in Rotonda West INTERNET & CABLE TV MOVIES AND GAMES available HEATED POOL w/built-in pool bench PRIVATE WOODED BACKYARD LANAI...

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Featured review

"Quiet, friendly area!"

Had a great time. Villa was comfortable in a quiet, friendly area. Close to lots of activities such as golf, pickleball, biking, beaches & restaurants. Pool and lanai was inviting and relaxing after activities....

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$220
avg per night
Cape Coral House
Sleeps 12, 4 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 10 miles to Cape Coral beach and Yacht club

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This beautiful new build pool home will fit all your needs for your next great vacation! With 2 kings, 1 queen, and a bunk room with 2 fulls and a twin XL to fit multiple families and sleep 12 people.A great pool area with outdoor kitchen and large dining table, lounging area, and fire pit for hanging...

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Featured review

"Week in the sun"

We rented the house for a week and could not ask for more. The house is absolutely beautiful. Everything you could possibly want or need they though of and had there for you. We felt very well taken care...

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$450
avg per night
Destin House
Sleeps 24, 6 bedrooms, 6 bathrooms

Distance to beach: 0.5 miles to Public Access @

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

**The rates shown in the rate table below DO NOT include taxes and fees. These are the base rates for daily and weekly rentals. To get a complete price quote, please email us or give us a call!****During our Spring/Spring Break and Summer Seasons, we do require 7 nights Saturday to Saturday in order...

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$744
avg per night
Key Largo House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Cute, 2 bedroom half duplex located on beautiful 8th Street in Key Colony Beach. Extra wide canal and 37 feet of deep water dockage! Shaded dock area perfect for cleaning your catch of the day. Just minutes through the tranquil Key Colony Beach canals to the open Atlantic and Vaca Cut to access the open...

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$207
avg per night
Clearwater House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our 2BR/1BA home, only 10-minute drive from Clearwater Beach. Your stay includes access to fantastic shared amenities a refreshing pool to cool off, a cozy fire pit for evening gatherings, a barbecue area for delicious meals, and even mini golf for some friendly competition. It's the ideal...

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$109
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

This penthouse ocean and pool view condo at Beach Cottages offers a comfortable and laid-back beach getaway, perfect for couples or families. Furniture has been recently updated and you can enjoy Roku smart TV's in each room for endless entertainment. For added convenience, the condo features a wet...

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$332
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought...

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Featured review

"Pure PLEASURE"

Such a wonderful location right across from the beach, unit was spacious, clean everything use need. Anna Maria is so special the sunsets are amazing, it's walkable for restaurants, shopping. I've been...

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$256
avg per night
Port Charlotte Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
7 reviews

Distance to beach: 15 miles to Englewood / Venice

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful expansive 4 bedroom home (3500sq. ft) on 4 acres in a very private setting. The back yard backs on to a canal that leads to the Myakka river. The front yard is approximately 500' deep with a large pond. A large lanai and swimming pool with a waterfall feature open up from the living room...

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Featured review

"Family Getaway Delight"

Location was convenient and a beautiful, secluded setting for our large family gathering. We enjoyed every aspect of the roomy bedrooms. and bathrooms. The pool area is well equipped, and to have a bath/shower...

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$357
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our wonderful beachfront condo, located at Emerald Beach Resort!! Enjoy the beautiful sunrises and sunsets from your balcony.★ One of the largest condos in the resort! Two king bedrooms, 2 full bathrooms, built-in twin bunks, AMAZING view from the large balcony. ★ Emerald Beach Resort...

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Featured review

"Awesome"

Our condo was great. Great location, great amenities, great furnishings. Bedroom carpets need to be cleaned or replaced. kitchen was well supplied. Beach towels, beach chairs and umbrella and beach...

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$236
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
15 reviews

Distance to beach: 9 miles to Englewood Beach, Manasota Key Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

LAST MINUTE CANCELLATION FOR DECEMBER & JANUARY!! Welcome to the Villa Frankonia! Located in the White Marsh section of Rotonda. Here you will feel comfortable, and at home, the minute you walk thru the door. A true Florida decorated home. Our spotless clean ( number one priority with me)...

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Featured review

"Perfection"

From the moment we walked into the house I felt relaxed and peaceful. This home was the best I've ever vacationed in. Home...that word describes it. Such a pretty home and everything you needed for your...

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$275
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Gulf views from private balcony in Laguna BeachSmart TVs w/ Roku + high-speed Wi-FiCommunity pool & outdoor shower (seasonal)2nd-floor unit in quiet, low-rise condo️ Sleeps 6: Private ensuite features king bed, bunk beds with sleeper sofa + in-unit washer & dryerFully...

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$94
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Easy access to new Express Elevator #1!Our beautiful, 10th floor (#1015) condo at Tidewater Beach Resort will sleep 6 comfortably with a King Bed in the master, 2 twin size bunk beds for the kids, and the queen sleeper sofa in the living area. Two full bathrooms, washer/dryer, beautiful tile, and...

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$163
avg per night
Navarre House
Sleeps 20, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Signature Amenities of This Luxe Beach Home:* 5-Bedroom, 7-Bathroom Custom Build (Sleeps 20)* Private Pool with Optional Heat* Elevator Access to All Floors* Chef’s Kitchen with Wine Cooler & Island Seating* Unobstructed Views of Gulf & Sound* 4 Covered Porches...

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$590
avg per night
Islamorada Condo
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Mile Marker 83 – BayfrontWelcome to your dream waterfront rental home in Islamorada, located in the heart of the Florida Keys. This stunning 4 bedroom, 4 bathroom home sits on the bay and offers breathtaking views of the water and world class sunsets.As you enter the home, you’ll...

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$733
avg per night
Miramar Beach House
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 0.4 miles to Emerald Waters Private Access

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

** The rates shown in the rate table below DO NOT include taxes and fees. These are the base rates for daily and weekly rentals. To get a complete price quote, please email us or give us a call! **Welcome to "Take Me Away!"Large Private Pool, Secluded Gated Community! Easy Walk to Private...

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$547
avg per night
Little Torch Key House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

3 bedroom 3 bathroom home on canal with room for a 25' boatThis home is having a pool installed and will be completed in the Fall of 2021Master Bedroom: King bed with TV, private bathGuest Bedroom: Queen Bed with TV3rd Bedroom: Queen bed , sleeper sofa, Tv mini kitchenHall...

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$230
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 4 bathrooms
3 reviews

Distance to park: 11 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This exceptional home in Cypress Pointe has it all. Style, luxury, lots of space - and in a fantastic location, only 2 minutes from Reunion. Cypress Pointe is a new and exclusive gated community located only 5 minutes from I-4, which makes it an ideal base for enjoying all that Central Florida has to...

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Featured review

"Excellent!"

We stayed at this place for our family vacation this past month. Rod was excellent! He accommodated us with an early entry and allowed us to check out late due to a delayed flight. We appreciated this because...

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$161
avg per night
Marathon House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Privacy galore at this great location on Sombrero Beach Rd with a brand new POOL! Famous Sombrero Beach is approximately half mile down the dedicated bike path from this stilted 3 bedroom single family pool home with dockage! Open concept living with expansive decks on both floors that boast open water...

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$329
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Spacious Gulf Retreat:* Ariola Drive Location with Unrestricted Gulf Views* Steps to Beach Access – Just Across the Driveway* Private Pool with Optional Heat ($80/day)* Expansive Gulf-Side Deck with Dining + Lounge Space* Two Living Areas – Perfect...

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Featured review

"Turkey Trip 2021"

This whole process was easy and stress free, the house was beautiful and spacious a short walk to the beach me and my family took advantage of every inch the property and the area we will definitely be...

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$659
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Sunshine Cove welcomes you to beautiful SW Florida! Our home is centrally located, close to restaurants, shopping, beaches, eco preserves, & so much more! Relax in our spacious lanai & enjoy our heated pool with a removable safety fence. Come hang out in our garage game room & play air hockey,...

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Featured review

"Sunshine Cove was a beautiful home and a great place to relax, in a quiet neighborhood!"

The home was exactly as shown! The kitchen was well stocked to meet our every need. The pool and lanai were amazing and perfect for evening swims for our grandchildren! Would stay here again!

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$267
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival →...

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$337
avg per night
Key Colony Beach Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Bella an updated cozy 3-bedroom 3 bath duplex with a private heated pool in the heart of Key Colony Beach steps away from Sunset Park. The master bedroom suite has a King size bed with attached bathroom. The second bedroom is a Queen size bed, and the third bedroom offers 2 twin beds....

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$343
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Melissa's Happy Place – Waters Edge | Beachfront • Handicap Friendly • Sleeps 9 Escape to Melissa's Happy Place, a bright and spacious beachfront condo overlooking the white-sand shores of Okaloosa Island. With 1,433 sq. ft. of comfortable living space and thoughtful accessibility...

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$209
avg per night
Special Offer
Orlando House
Sleeps 13, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will...

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$273
avg per night
Special Offer
Orlando House
Sleeps 19, 8 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor Island - Davenport, Florida is an upscale gated community located just 20-25 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Nationals 2023"

Best rental property I’ve stayed in by far … the team and I had a great time .. house was perfect from the layout to the bedrooms and game room

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$318
avg per night
Key Colony Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Charming half duplex with 45.5' of seawall. Fish cleaning table, with electric at the dock, and bait freezer. Locked storage for all your fishing gear. There is a FABULOUS under water light at the dock for amazing views of the fish life in the canal.Master suite with a king size bed, and bathroom...

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Featured review

"Fun summer getaway"

We live in SW Florida and wanted a quick summer trip to the keys. This house was perfect for our family. Just enough space for our family of 4 to relax and enjoy the view. The pool was great to dip in...

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$271
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

$15,000-$17,500 WeeklyA world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by car ~ just a short 90-minute...

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$1,817
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautifully furnished home on Marco Island. Close to beaches, park, restaurants, theater, ice cream and more. Come relax and enjoy the pool or read a book in the screened in Lanav with flat screen tv. Take in some sun on one of 4 chaise lounges. Grill a burger, take a stroll to the park, or a bike ride....

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Featured review

"Very pleased"

The home I rented was just as described in photos. I had clear understanding of charges and there were No discrepancies. Reaching out by text or phone was very easy between us, on any issue. As always...

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$833
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover island paradise at “Magnolia” located on Magnolia Ave., a *premier residential street* just south of Pine Ave. in Anna Maria. Magnolia is just 2 blocks from the gorgeous, white sandy beaches of Anna Maria Island, 1 ½ blocks from the charming Ginny & Jane E’s Café,...

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$634
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Fort Zachery Taylor State Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy...

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Featured review

"Just Perfect"

Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great...

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$413
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience the charm of Cape Coral living in our exquisite 3-bedroom, 2-bathroom vacation rental, complete with a refreshing pool. This inviting home, bathed in natural light, greets you with Florida flair the moment you enter. Enjoy the convenience of being close to top dining and shopping destinations....

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$207
avg per night
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