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Florida Rentals with Private Pool

(3794 rentals)
Boca Raton House
Sleeps 8, 4 bedrooms, 3 bathrooms
37 reviews

Distance to beach: 1 miles to Spanish River Beach

Key Amenities

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

About this property

Discover Villa Boca, a newly renovated (Winter 2025) coastal-luxe retreat designed for comfort, style, and unforgettable memories. Situated on a prime corner lot with a large, lushly landscaped fenced backyard, this home offers the ultimate private getaway — perfect for families, friends, and extended...

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Featured review

"Amazing location"

Beautiful and relaxing stay. The view, the grounds , the room was lovely. A beautiful walk right onto to the beach. The hotel could rent out loungers and umbrellas, that would make the beach day more...

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$782
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience Sarasota's most walkable neighborhood from this stunning 3BR/3BA modern coastal haven with private pool. Discover the perfect blend of luxury and convenience at The Palmetto House. This completely renovated modern coastal cottage puts you in the heart of Arlington Park, Sarasota's...

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Featured review

"WeekdayRetreat"

The location was excellent and central to what our needs were. Plenty of nice restaurants within a couple of miles. The unit had everything that you could possibly need and would work for several couples....

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$415
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

POOL SAFETY FENCE!!!! - Florida law requires that doors leading out to the pool have an alarm. THAT IS NOT ENOUGH!. If you are traveling with children please make sure the house you are renting has a pool safety fence.WE HAVE A NO PET POLICY FOR ALERGY REASONSThis Beautiful home is well situated,...

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Featured review

"Fabulous home"

The home was comfortable for our big group. The kitchen was well stocked with utensils, cookie sheets, and bowls. We were able to make our Christmas brunch! The game room was fun for the teens. The location...

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$161
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Looking for your next great escape? This 3 bed 2 bath pool home is located approximately 10 minutes from the beach and 5 minutes from downtown. This fully furnished home with eclectic beach décor will allow your worries to melt away in the beautiful city of Naples. Relax in the large rectangular...

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Featured review

"Looks smaller on the pictures than reality! Nice gem"

We were amazed upon arrival, this place is a very nice big home with high ceiling rooms, big nice common place kitchen living room and dining room. Many updates has been made since the pictures were taken,...

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$267
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
33 reviews

Key Amenities

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

About this property

Experience the Ultimate Florida Vacation at Sand Dollar #308Welcome to Sand Dollar #308 in beautiful Indian Shores, where your dream Florida getaway becomes reality. This stunning 3-bedroom, 2-bath beachfront condo offers breathtaking Gulf views, upscale comfort, and resort-style amenitiesStep...

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$447
avg per night

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Cape San Blas House
Sleeps 14, 6 bedrooms, 6.5 bathrooms

Key Amenities

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

About this property

Monarch on the Cape comes loaded with 4,000 square feet of refined décor, luxury features and the capacity to accommodate groups of up to fourteen. Cape San Blas is a place where families come to relax, friends unite, and memories are made. This fifteen mile west-facing peninsula in the panhandle...

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$1,283
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa TRENDALIA – Lakeside Escape with Expansive Pool Deck & Fast Gulf Access on Cape Coral’s Eight LakesAccommodation 2,023 sq ft of air‑conditioned living space with an open floor plan 3 bedrooms / 2 bathrooms 2 lake‑front king bedrooms with picture‑perfect water...

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$284
avg per night
Last Minute Deal
Destin House
Sleeps 11, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW 6 SEATER GOLF CART!Welcome to Destiny Casa 2. In Destiny East Community.3 bedroom/2 bath, Private Pool, 2 Car Garage + Golf Cart – Sleeps 11If you are searching for a family vacation rental, your search ends here! Destiny Casa 2 is a 1 story luxury home (no steps) that has been...

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Featured review

"Best vacation ever!"

We couldn’t have been more pleased with this rental. The rooms are very spacious and the beautiful pool is a wonderful asset. The golf cart is a fun and easy way to get around town. The kitchen is equipped...

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$468
avg per night
Bonita Springs House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Bonita Beach

Key Amenities

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

About this property

Beautiful 3BR/2.5BA+ Den executive home with UNLIMITED GOLF for the entire family in the prestigious Palmira Golf and Country Club. Three-month minimum rental January through April.Professionally decorated with high-end finishes including quartz counters, well equipped kitchen with top of the line...

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$367
avg per night
Last Minute Deal
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 0.5 miles to Treasure Island or St.Pete's Beach

Key Amenities

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

About this property

Picture waking up to a stunning Gulf View from your Beachfront Luxury Unit! From the 6th floor (top middle) of Sunset Vistas, you’ll be treated to breathtaking views of the big beach side, all thanks to its southwest exposure.This two-bedroom, two-bath condo can sleep up to six people and boasts...

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Featured review

"Christmas with family"

Booked with Rick and am so happy for it. Great location and nice resort. Everything we needed he had. Maybe an air fryer would be nice. We are big on using air frying. Views from balcony are great. Love...

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$371
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy this lovely updated 4-bedroom, 2.5-bath waterfront home 2.5 miles from Tigertail Beach to the north, 2 miles from South Beach to the south, and just minutes from some of Marco Island's best dining and shops. Perfect for families seeking a relaxing getaway. This location features great converging...

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Featured review

"Great stay"

Very comfortable and convenient home with a lovely pool. All facilities were excellent and Kelli Swanson was extremely helpful from your company.

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$292
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms
56 reviews

Key Amenities

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

About this property

We offer you this beautiful beach front property located at the Shores of Panama. This 23-story gulf front luxury resort is loaded with amenities including a full spa, 13,965 square foot gulf front pool & hot tub, heated indoor pool and hot tub, covered parking on-site, fitness center, 2 tiki bars...

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Featured review

"Shores of Panama Unit 1220"

We stayed 5 days in unit 1220 at Shores of Panama. The property is located in a great area and close to everything we needed. It took us 3 minutes to check in and I never left my vehicle. The condo is very...

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$314
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Newly fully luxuriously decorated beach Townhouse is just a few steps from the private white sandy US #1 rated Siesta Key Beach. This 2 bedroom 2.5 bath is everything you want and more! It will exceed your expectations. Look no further Check-in time: 15:00 Check-out time: 11:00 Administrative Fee: 3.00% Credit...

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Featured review

"BEST BEACH STAY EVER!"

We have had numerous beach stays in the area, and this one met every expectation we had! It's a bit farther from the downtown area than what we were used to, but the walk was totally doable and the free...

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$417
avg per night
Miramar Beach House
Sleeps 23, 8 bedrooms, 7 bathrooms
7 reviews

Key Amenities

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

About this property

MEMORIAL DAY WEEK SPECIAL!! $8500 OUT THE DOOR!! $1000 DISCOUNT!! IT WON'T LAST LONG!!HOME HIGHLIGHTS:New Construction ready for Spring 2022 - BRAND NEW HOME!!!Free 6 Seater Golf Cart ($800 value)Private/Heated PoolFirst Floor Master Bedrooms (2)KITCHEN 2 LARGE REFRIGERATORS...

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Featured review

"Nothing but the best."

All that is needed said is two-full refrigerator an ice maker and mini-fridge up stairs. What else need to be said. AWESOME!!!!!!!!!!!!!!!!!!!!!!!!!!!!! Property. Frist Class owner. PERFECT !!!!!!!!!!!!...

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$863
avg per night
Pensacola Beach House
Sleeps 30, 6 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Signature Amenities of this Beachfront Stunner:* Direct Beachfront with Private Walkway* Oversized Gulf-Front Decks + Panoramic Gulf & Sound Views* Private Swim Spa Overlooking the Water* Luxury Chef’s Kitchen + Executive Design Throughout* Game Room with Pool Table,...

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$1,994
avg per night
Miramar Beach Condo
Sleeps 12, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Our spectacular, 1,617 square feet, 3 bedrooms/3 bathrooms has awesome views of the emerald green waters of the Gulf of Mexico. We have a very open floor plan with glass windows and sliding doors from ceiling to floor.Enjoy all of the fabulous amenities of * Free Beach Bonfires M/Fri. Nights *...

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$608
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to our 3 Bedroom 2 Bathroom Siesta Key Beach House. Full kitchen. Walk to beach. We provide chairs & towels for the Beach Walk to Beach access #12 on Siesta key Lots of places to eat and drink, close by.Free WIFI Daily, Weekly rentals. Swimming Pool on site King Bed in Master...

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$460
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
2 reviews

Key Amenities

  • Private pool

About this property

There is something timeless and relaxing about a coastal escape – and especially one that's been recently reimagined with fresh details, high-end finishes and modern creature comforts. Close your eyes and feel the gentle Gulf breeze. You're on island time now!Welcome to Driftwood Palms,...

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Featured review

"Awesome Stay"

This property was perfect for Spring Break. It housed 2 families and everyone had there own space. Great location for a golf cart ride to nearby beaches, restaurants, mini golf and ice cream.

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$560
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Beautiful pool home located off prestigious Surfside Blvd nestled among pricier gulf access homes. Florida living compliment an amazing 44 X 26 screened lanai w/ a & crystal clear heated pool to maximize the Florida sun. Large private master suite w/ pool access features walk in closet & an en...

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Featured review

"Excellent Stay"

We throughly enjoyed our stay in the home. It is in a very quiet neighborhood, yet conveniently close enough to restaurants, stores and other necessities. The home is very well furnished and the kitchen...

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$138
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

This charming Calypso 1BR, 1.5BA condo, also perfect as a Honeymoon Suite, is located on the 15th floor of the east tower, sleeps 4, and offers breathtaking beachfront views from the moment you walk in. Ideal for a romantic getaway or a small family retreat. Enjoy pearl white sands, turquoise waters,...

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$243
avg per night
Kissimmee House
Sleeps 16, 6 bedrooms, 5 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Minions Mansion, a family fun, six bedroom resort vacation home that features a private pool, four KING bedrooms, a Minions themed bedroom, Star Wars themed arcade & movie theater, a billiards pool lounge with air hockey, a Super Mario gaming loft, and more! Located only minutes from...

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$293
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 1 BR, four-guest condo is perfectly located within walking distance to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) to keep you CHEERFUL your entire stay!Coastal amenities: front screened lanai, heated pool, beach toy closet (including...

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$229
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy the world famous Paradise Coast in this beautiful, spacious 3 bedroom 2 bath luxury home situated centrally on Marco Island. Quick access to the island bridges or to the heart of Marco's downtown lets you focus on the charm and beauty of this island destination. The home comfortably sleeps...

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$242
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

I take terrible pictures, condo looks even better in person! Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms and 2 full baths, a full kitchen and large living room. Our Spacious (1470 sq/ft), fully air-conditioned unit sleeps...

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Featured review

"Rental review"

The apartment was amazing. It had everything you could ask for or want for golf. Front views were spectacular. The bedding was comfortable, but definitely stay here again.

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$392
avg per night
Cape Coral House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Cape Coral Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our Seaside Villa Golfers Delight with south-facing orientation and electrically heated pool (heating included). Up to four guests will find everything they need for a carefree and comfortable vacation in Cape Coral, Florida. Located on the canal with complete privacy with a view across the...

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Featured review

"STARS"

We had a fabulous stay and were more than satisfied with our accommodations.We couldn't be more pleased and will highly recommend to everyone.

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$129
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of The Great Escape:* Prime location on Ariola Drive with stunning Gulf views*Fully Stocked Gourmet Kitchen* Every bedroom has an en-suite bathroom and flat-screen TV* Private pool with optional heating* Optional elevator access for convenience* Direct access...

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Featured review

"Great Location"

This house was perfect for our multi-family beach vacation. We had plenty of room and privacy. The beach was just across the street and a decent size pool in the backyard. The kitchen had all the basics...

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$1,320
avg per night
Miami Beach Apartment
Sleeps 11, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

The Alexander in Miami Beach offers luxury vacation rentals directly on the beach. If the unit you selected is already booked and dates show as unavailable, please inquire as we may have other comparable units available.Located at 5225 Collins Avenue in the South of Mid Beach directly on the beach...

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Featured review

"Great Beach access and services"

Location was excellent with easy access to beach. Well appointed pool area with food & beverage service. Room was spacious and extremely clean. Host was very responsive. Would absolutely recommend.

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$828
avg per night
Four Corners House
Sleeps 16, 9 bedrooms, 5 bathrooms
27 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Magic Kingdom house, a magically themed resort vacation home that features 5 KING bedrooms and sleeps 28, w/ private pool & spa, arcade & gaming room, & themed rooms for the kids including Mario Kart, Harry Potter, Princess Castle, Minecraft & more Disney fun! Enjoy walking...

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$504
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to this beautiful house on a peaceful cul-de-sac. The screened lanai (south exposure) has a private heated pool with an attached hot tub that overlooks a picturesque lake. A perfect location to sit in the hot tub and enjoy the sunset. Also part of the screened lanai, is a shaded patio area...

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Featured review

"The most relaxing 11 days ever!"

My family and I so enjoyed this beautiful home. The weather was amazing. This house was just perfect for my family. We would swim in the pool in the morning and night. The house was very well equipped with...

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$243
avg per night
Four Corners House
Sleeps 16, 9 bedrooms, 5 bathrooms
25 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

9BR Captain Sparrow’s Hideaway w/ Pool near Disney Set sail on adventure at this spectacular 9-bedroom themed villa inspired by the spirit of Captain Sparrow! Discover rooms designed around your favorite Disney worlds — from princesses and superheroes to The Incredibles and creative Crayola...

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$325
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Covewood Ct, 35

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$294
avg per night
Ormond By The Sea House
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.1 miles to Ormond by the Seas

Key Amenities

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

About this property

Unavailable until May 1, 2026.Don't be shy! Send us an inquiry, and we will give you a personal quote. We will call you on the phone, as I promise you won't be routed to an offshore call center. We might even give you a discount, but only if your nice! We love interacting with prospects,...

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Featured review

"Beachy Interior, Fun Pool, Quick and Straight walk to beach"

This is a hidden gem beach town, at a hidden gem house, at a hidden gem beach! Loved our stay in this wonderful beach house! The solar heated pool worked great, and we used it every day. The hot tub...

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$107
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to our newly renovated Seaside Villa Private Beach. Special attention was paid to the outdoor area. But also inside it convinces with bright and modern furnishings. The Villa Private Beach has a perfect location with southeast orientation overlooking a wide canal and access to the Gulf. The existing...

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Featured review

"Breathtaking"

Upon walking in, me and my children were amazed by the beauty of the home. We have traveled from Virginia to Florida for vacation for 6 years now, we love it! But this has by far our best stay! The house...

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$188
avg per night
New
Last Minute Deal
Seacrest House
Sleeps 10, 4 bedrooms, 3.5 bathrooms
4 reviews

Key Amenities

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

About this property

Your Relaxing 30A Beach Cottage Escape AwaitsWelcome to Zee by the Sea, a thoughtfully designed luxury beach cottage along Scenic 30A—now self-managed by the owners, ensuring attentive care, clear communication, and a truly personal guest experience from booking through checkout.This beautifully...

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Featured review

"It’s in the details!"

This home was above and beyond what we expected. The owner clearly has thought of all the little things you need while away from home. Ring dishes by all the sinks, shampoo, conditioner and body wash in...

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$688
avg per night
Key West House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderful home boasts 4 bedrooms, 3-1/2 bathrooms, a new modern kitchen, a living room, a dining room, an office nook, a 270 degree wrap around porch, a pool deck and a heated dipping pool/large...

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$468
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

**Our building is open and all amenities are fully functional.*Stunning Renovated Beachfront Condo | 3 Bed, 2 Bath | Gulf Views | Madeira BeachWelcome to your dream vacation getaway! This beautifully updated 3-bedroom, 2-bath condo is in the heart of Madeira Beach. Our condo building has just undergone...

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$459
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 5.5 bathrooms

Key Amenities

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

About this property

Pets are now considered in this home. Call with details. This home resides on the much-favored North Cape San Blas. The unobstructed gulf front vistas and large, private built-in pool and patio make "Fishlips" the perfect family beach retreat. There are very few gulf front homes with private...

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$1,199
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
Four Corners House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
13 reviews

Distance to park: 13 miles to Animal Kingdom

Key Amenities

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

About this property

Congratulations! Your search is over. Welcome to your family memory vacation home at Windsor Island Luxury Resort! This immaculate 7-bedroom, 5.5-bathroom oasis is perfectly setup to make your family’s Orlando holiday truly magical and memorable, enjoying all that there is to offer. We are owned...

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Featured review

"dis vacation"

Great house a lot of room for family and friends went to the parks and they were 20 min. to get to would recommend this house to anyone

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$265
avg per night
Miramar Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

NEW LISTING! Fabulous condo! Spacious 3 Bedroom / 3 Bathroom condo with huge balcony that runs the length of the condo w/ access from each room! 2 Free beach services = 4 chairs and 2 umbrellas!! (seasonal March - October)! Free beach bonfires Mon and Fri Nights! ~3 Bedroom/ 3 Bathroom ~ Sleeps...

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$521
avg per night
Special Offer
Destin House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Keystone Sea Ranch!Sugar Palm Vacation Rentals is a local Destin company and we take great measures to ensure every aspect of the home and your stay is as perfect as can be. We make sure this home is clean, well-maintained and ready for you to enjoy. Unlike other hosts, who may be hundreds...

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$667
avg per night
Madeira Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Seaview 201, a direct beachfront condo rental in Madeira Beach that delivers space, light, and panoramic Gulf views you simply don’t get in typical vacation rentals. This rare corner unit offers over 1,500 square feet of bright, open living space—perfect for guests who want room...

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$382
avg per night
Longboat Key Apartment
Sleeps 6, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with a king size bed. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical...

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Featured review

"Great Rental"

Zilli 202 was the best rental! It had an absolutely gorgeous view. My husband and I went for our 35th anniversary. We could not have asked for a better place. Jim was a great host. He was very informative...

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$373
avg per night
Madeira Beach Condo
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

**Our building is open and all amenities are fully functional.**Welcome to your perfect beach escape in Madeira Beach! Located on the 5th floor of a quiet, exclusive 25-unit beachfront building, this beautifully maintained 3-bedroom, 2-bath condo offers unmatched panoramic views of the Gulf of Mexico...

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$454
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

The SpaceGame Room – Ping-pong , “The Beast” foosball , and board games Sparkling clean, sanitized, and comfortable space Fast, reliable WiFi to stay connected Effortless arrival with smart home lock Iron and ironing board Starter supplies provided: paper towels, toilet...

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Featured review

"This home is a peaceful and fun escape!"

I recently stayed at the Stunning Pool Home in Marco Island, and it truly lived up to its name. The private screened-in pool overlooking the intercoastal waters was the perfect spot to unwind and relax....

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$190
avg per night
Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Breathtaking Views at This 7th Floor Condo Directly on the Gulf!Looking for paradise? It’s waiting for you at Sand Castle . The magnificent beaches of Indian Shores are a local favorite, known for their wide, white sandy shores and crystal-clear Gulf waters. Wake up and fall asleep each day...

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$443
avg per night
New
Santa Rosa Beach House
Sleeps 10, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Wonderful beach home. 2 tennis courts, 2 neighborhood swimming pools, private beach, golf cart optional.3 story family home with 3 covered porches on front, and two covered porches on back of home. Gas grill on outside of house. fire pit, pool table, fireplace, kayak and tennis ball machine provided....

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$1,202
avg per night
Marathon House
Sleeps 10, 4 bedrooms, 4.5 bathrooms
6 reviews

Distance to beach: 1 miles to Sunset Park

Key Amenities

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

About this property

Family-friendly Waterfront Oasis with Private Heated Lazy River Pool and 70' Dock Summary: Welcome to Your Dream Florida Keys Getaway! Bring the family to experience the ultimate Florida Keys vacation! Nestled in family-friendly Marathon—right in the heart of the Keys—our...

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Featured review

"Lazy river, slide, and plenty of space for everyone"

Place was clean and open and had all the stuff needed for a great time. Location and price were great too!

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$608
avg per night
Englewood Villa
Sleeps 14, 5 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Dolphin's Cove, your perfect 3,600 sq ft beach escape on Manasota Key!This luxurious 5-bedroom, 3-bathroom, 2-story retreat is designed to host multiple families in comfort and style, blending classic Florida charm with modern, resort-style amenities.Just a 3-minute walk down...

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$850
avg per night
Summerland Key House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The South House is a superb vacation home on Summerland Key. It offers everything you need to make your Florida Keys vacation truly memorable.The downstairs pool area is private and serene. There are several lounging areas to enjoy suntanning or wonderful afternoon shade. The crystal blue pool is...

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$377
avg per night
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