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Florida Rentals with Private Pool

(3818 rentals)
Kissimmee House
Sleeps 20, 10 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Exciting NEW 10 bedroom family vacation home Offering privacy and space for everyone 4300 square feet of awesomeness 2 separate large living areas Relaxing pool with spa Covered outdoor dining and seating Games loft with pool table and foosball Windsor Island Resort offers a wide variety of world...

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Bradenton House
Sleeps 19, 8 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to "The Plantation House"! Short drive to the World Class Beaches of Anna Maria Island Private Enclosed Heated Pool/Spa, Game Room, Boat Dock, & more! Walk to the Palma Sola Causeway/ Jet Ski Rentals, Kayak rentals, and Horseback Riding! Close proximity to Lakewood Ranch,...

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$804
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Shorehom by the Sea 31 – Direct Oceanfront Condo in New Smyrna BeachDiscover your perfect beach getaway at Shorehom by the Sea 31 “A Place in the Sun” condo. This beautifully renovated direct oceanfront vacation rental is located on the highly desirable no-drive section of New Smyrna...

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Featured review

"Amazing views and a perfect condo!"

We love being on the no drive portion of the beach, and this condo fit the bil. A more subdued area of the beach compared to closer to Flagler, but still close enough to enjoy all Flagler has to offer.Condo...

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$147
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to My Shore Home! Breathe in that salty air and become one with the beach on your vacation in this nautically freshly re-decorated unit. It is close enough to the ground that you can walk up one floor, and high enough to see the expansive, sugar sand beach over beautifully landscaped dunes. Just...

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Featured review

"Fantabulous!!!"

This condo checks all of the boxes for PERFECT!! I would tell anyone looking to stay at the best that this is it!!

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$140
avg per night
Bradenton House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Coco Loco! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Heated Pool, Outdoor Seating, BBQ Grill Private Boat Dock, Short Drive to Gulf High-speed Wi-Fi, Smart lock for Self Check-in, Luxurious Linens and Towels...

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$239
avg per night

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Anna Maria Island House
Sleeps 17, 7 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

Welcome to Ocean Star! .01 Miles to Amazing Gulf Coast Beaches Private Heated Pool/Spa with Outdoor Seating & BBQ Beach Equipment Available for Use Every Bedroom Has a Private Bathroom Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-in...

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$568
avg per night
Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Pelican Landing A-202 Welcome to your stunning beach view vacation home located on the Gulf of Mexico at the Pelican Landing Condominiums in Manasota Key home of Englewood Beach recognized as one of the most beautiful beaches in Florida. The Pelican Landing complex has lots to offer. This is a beach-to-bay...

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Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Twin Palms Oasis! Short drive to the World Class Beaches of Anna Maria Island Screened in Heated Private Pool & Spa Pool Table, Arcade Basketball, Pac-Man, Poker & More Beach Chairs, Wagon, Cooler & More Family friendly with pack'n'play Fully stocked kitchen &...

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$224
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Sea Coast Gardens 3 #304 "Leisure Landing"! Enjoy beautiful direct oceanfront views from the private 3rd floor balcony! This renovated 2/2 condo sleeps 6 with a King in the Master Bedroom, two twin beds in the Guest Bedroom, and a comfy sleeper sofa in the Living Room. TVs are provided...

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$131
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Shorehom by the Sea 61, a beautifully updated, direct oceanfront condo on pristine, no-drive New Smyrna Beach. Situated on the 6th floor, this condo offers a tranquil retreat with no units above, ensuring peace and privacy throughout your stay. Recently updated with beach-inspired decor, this...

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Featured review

"Wonderful"

We enjoyed our stay at this beautiful condo. It's very well appointed and very clean. The view is incredible.

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$149
avg per night
New
Davenport Villa
Sleeps 14, 7 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Luxury Villa 7 bed 5.5 bath, Salt water pool & spa, with open views - Game room - gated resort with lazy river, near shops & restaurants, golf and theme parks - close to the I4 Hwy for easy access to Disney/Universal Etc.Welcome to Solterra Sunshine Villa, our 7 bed 5.5 bath - we have created...

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New
Ave Maria House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 28 miles to Wiggins Pass Beach Park

Key Amenities

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

About this property

Luxury Seasonal Rental in Naples Florida | Private Heated Pool & Spa | Golf & Country CLub Available Fall 2025 & Winter 2026 Welcome to your dream Florida seasonal rental in the highly sought-after community of Ave Maria, in Naples, Florida. This turnkey furnished model home offers the...

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New
Bonita Springs House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**FULLY BOOKED FOR 2027 SEASON**This fully remodeled 2-bed, 2-bath bungalow with private pool offers exceptional comfort mixed with coastal living - only 7 minutes from the beach and 3 minutes to charming and bustling downtown Bonita Springs.Home Features: - 1130 SF, Sleeps 5 - 2 bedrooms (king...

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New
Longboat Key Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bright, fully updated and exceptionally well appointed villa with a large private lanai, pool and hot tub awaits you, your pet* and your guests! King, queen and twin bedrooms sleep six. Linens, and a wide selection of kitchen equipment and entertainment supplies are included. Attached garage houses...

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$311
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to your perfect seasonal retreat in this beautifully renovated 3 bedroom, 2nd floor condo located in one of Naples’ most desirable areas. Enjoy brand new flooring throughout, a bright open layout, and stylish finishes that make this home feel fresh, modern, and inviting. This unit Includes...

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Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

7 Palms Home is on the water and minutes away from open water. There is a PRIVATE dock, lift and the canal is sailboat access! This beautiful, remodeled home in sunny Cape Coral, Fl is ready for your and your family with all of the following* Private heated pool and spa * Screened in Lanai lounge...

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Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Bask in the sunshine on Manasota Beach or splash in the clear blue Gulf waters at one of the several nearby beaches. Venice, Florida is the shark-tooth capital of the world, and many beachcombers find these hidden gems while strolling along the water's edge. Chairs, towels, umbrella, cooler and sand...

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Featured review

"FABULOUS"

If you get a chance to rent this home, don't let the opportunity pass you by. Everything that is listed on thus site is absolutely true. Spacious, clean, location, and let's not forget the pool. Bill...

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Kissimmee House
Sleeps 15, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to our vacation home situated in the stunning gated community of Windsor at Westside. This 5-bedroom, 4.5-bathroom villa boasts everything you need for an unforgettable vacation with your family and friends, Close to theme parks, shopping mall outlets, restaurants and supermarkets, offers its...

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Featured review

"CLEAN & COMFORTABLE, PERFECT RENTAL!"

The location is perfect! It's situated in a sweet little area thats quiet and clean. Yet it's not far from anywhere to drive. Walmart and target are just around the corner as well as a gas station and other...

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