Florida Vacation Rentals with Pool

Home
Search
Florida Rentals with Pool

Whether you are looking for a condo with a lazy river pool or a beach house with a private pool setting this search type is for you. Start scrolling for your dreamy holiday property by owner below.

View on map

Need Help?

1-877-735-2726 9AM - 5PM (Eastern Time) Monday - Friday
9AM - 5PM (Eastern Time) Saturday - Sunday

Featured

From/Per night^$180

Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Snowbird Season 2026!

Anna Maria Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

From/Per night^$265

Newly Renovated 3/2 west of 41 in Parkshore!

Naples Vacation Rentals

3/BR 2/BA SLEEPS 5

Featured

Casa Gucci - Anna Maria Island Vacation Rental

Last Minute!

From/Per night^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

From/Per night^$295

415 Island Way, Clearwater, Fl

Clearwater Beach Vacation Rentals

3/BR 2/BA SLEEPS 6

Featured

From/Per night^$195

Remodeled Coach Home and Golf in Vasari Country Club - March and April still available (April Pricing Reduced)

Bonita Springs Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$120

Beachfront Studio Retreat on Anna Maria Island

Bradenton Beach Vacation Rentals

0/BR 1/BA SLEEPS 4

From/Per night^$199

upscale 4 bedroom waterfront house- Just a short 7 minute walk to beach

Ruskin

4/BR 3/BA SLEEPS 10

From/Per night^$197

Mario Disney LUXE: Karaoke, Heat Pool, Firepit, BBQ Grill, Arcades, PS5, XBOX

Davenport Vacation Rentals

8/BR 5.5/BA SLEEPS 16

From/Per night^$300

Ciboney 2006

Miramar Beach Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$255

LUXURIOUS CONDO ON THE BEACH IN THE 2080 BUILDING - HALLANDALE

Hallandale Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$286

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach

Holmes Beach Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$365

Beautiful direct gulf views of white sand beach from 40 foot balcony!

Destin Area Vacation Rentals

3/BR 3/BA SLEEPS 6

From/Per night^$550

Beach Retreat East! Huge pool & hot tub 6 Bedrooms 6.5 baths!

Destin Area Vacation Rentals

6/BR 6.5/BA SLEEPS 16

From/Per night^$450

6 Bedrm Waterfront Home with Amazing Sunset Views

Cape Coral Vacation Rentals

6/BR 3/BA SLEEPS 14

From/Per night^$300

Beautiful 4 bedroom beach cottage

Cape San Blas Vacation Rentals

4/BR 3.5/BA SLEEPS 10

From/Per night^$2071

Next availability May 24th 2025 -OCEANFRONT - 6 Bed/6.5 Bath PRIVATE 2 ACRE ESTATE | HEATED POOL | FISHING DOCK

Islamorada Vacation Rentals

6/BR 6.5/BA SLEEPS 14

From/Per night^$117

Downtown Delray Beach home near beach, restaurants and everything within walking distance

Delray Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$150

Hyde Park Buttercup - Sarasota Affordable Condo Rental

Sarasota Vacation Rentals

1/BR 1/BA SLEEPS 1

Inquire for pricing

Spring Sea'Esta

Anna Maria Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$171

Sandy's Siesta Key Condo

Siesta Key Vacation Rentals

2/BR 1.5/BA SLEEPS 4

From/Per night^$495

Top Floor Condo

Siesta Key Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$155

Villa Margarita

Cape Coral Vacation Rentals

4/BR 2/BA SLEEPS 8

From/Per night^$135

Best Deal.... New Smyrna Beach Beachfront Condo for rent

New Smyrna Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$150

Great location. . In Gulf Highlands. On Canal -- Huge Patio!

Panama City Beach Vacation Rentals

2/BR 2.5/BA SLEEPS 6

Previous Page Previous
754 total results - Page 1 of 32
Next Page Next

Florida House Rentals with Pool

Indulge in the epitome of relaxation with our exquisite selection of Florida vacation rentals boasting crystal clear pools. Elevate your holiday experience by browsing a curated selection of Florida house rentals with private pools, condos with pools, lazy rivers, splash pads and more. Whether you're envisioning a sun-soaked retreat in Orlando, the enchanting allure of Kissimmee, the coastal beauty of Destin and the Florida Keys, the laid-back charm of Anna Maria Island and Bradenton, or the vibrant energy of Panama City Beach – we have the ideal oasis for you. Dive into the crystal-clear waters of your private pool in Cape Coral, Naples, or unwind amidst the tropical allure of Clearwater Beach. Fort Lauderdale invites you to experience poolside bliss, promising unforgettable moments in your Florida VRBO with a pool. Discover the art of relaxation in the Sunshine State, where each vacation rental is meticulously designed to cater to your every need.

1. Poolside Paradise in Orlando and Kissimmee:

Explore the magic of Orlando and the charming allure of Kissimmee with our vacation rentals featuring private pools and fun resort pools replete with waterslides, waterfalls and more fun water adventures. Dive into the enchantment of these central Florida destinations and discover how our accommodations elevate your theme park adventures or leisurely getaways.

2. Coastal Bliss in Destin and the Florida Keys:

Immerse yourself in the coastal beauty of Destin and the Florida Keys, where our rentals offer not just stunning ocean views but also the luxury of a private pool. Unwind by the water after a day of exploring the unique attractions and vibrant culture of these seaside paradises.

3. Serenity in Anna Maria Island and Bradenton:

Experience the laid-back charm of Anna Maria Island and Bradenton with our vacation rentals designed for serenity. Discover how our private pool options complement the relaxed atmosphere of these Gulf Coast destinations, providing the perfect setting for a rejuvenating escape.

4. Tropical Oasis in Cape Coral and Naples:

Journey to the southwest coast and bask in the tropical allure of Cape Coral and Naples. Our selection of vacation rentals with private pools offer a slice of paradise, allowing you to unwind in the lap of luxury surrounded by lush landscapes and serene waters.

5. Sun-Kissed Retreats in Clearwater Beach and Fort Lauderdale:

Discover the sun-kissed beauty of Clearwater Beach and the vibrant energy of Fort Lauderdale. This selection of vacation rentals not only grant you access to pristine beaches but also feature private and community pools for a refreshing dip after a day of exploring the local attractions and cultural delights.

6. Panama City Beach Escapes:

Immerse yourself in the lively atmosphere of Panama City Beach, where our rentals with private pools provide the perfect escape. Some condos boast dive-in movie nights, lazy rivers and splash pads for the kids in this area. Explore the renowned white-sand beaches and return to your own private oasis, creating lasting memories under the Florida sun.

Panama City Beach rentals with pools

Explore More Types of Florida Rentals with Pools

Monthly and Seasonal Stays with Pools:

Escape to the Sunshine State for an extended period with our monthly and seasonal stay options in Florida vacation rentals with pools. Experience the convenience of an extended retreat, allowing you to fully immerse yourself in the local culture and enjoy the comfort of your private pool throughout your stay. Whether it's a winter getaway or a prolonged summer escape, our rentals cater to the flexibility and duration of your travel plans, ensuring a seamless and enjoyable experience. There are currently over 470 monthly and seasonal rentals with pools on FLARBO.

Pet-Friendly Rentals with Pools:

At FLARBO, we understand that pets are cherished members of the family. Explore our range of pet-friendly Florida vacation rentals with pools, designed to accommodate both you and your furry companions. Discover destinations where pet-friendly parks and beaches are within reach, ensuring that your entire family can enjoy a memorable vacation together. From fenced-in yards to nearby pet-friendly amenities, our rentals prioritize the happiness and comfort of every member of your family. There are currently over 190 pet friendly rentals with pools on FLARBO.

Beachfront Rentals with Pools:

Elevate your beachfront experience by choosing one of our Florida vacation rentals with pools situated right on the shoreline. Immerse yourself in the rhythmic sounds of the waves and the breathtaking views of the ocean. These beachfront rentals offer not only the luxury of a private pool but also direct access to the sandy shores, creating a seamless fusion of coastal living and poolside relaxation. Indulge in the ultimate beach getaway where the sun, sand, and pool await just steps from your doorstep. There are currently over 230 beachfront rentals with pools on FLARBO.

Waterfront Bliss with Private Pools and Docks:

Immerse yourself in the epitome of Florida living with our exclusive selection of house rentals that boast both private pools and docks. These exceptional properties offer a seamless blend of luxury and waterfront serenity, providing an unparalleled vacation experience. Step beyond your pool area, and you'll find a private dock extending into the captivating waters of Florida. Whether situated on a serene canal, a peaceful river, or overlooking a picturesque bay, these docks offer more than just a place to moor your boat. They become your gateway to waterfront adventures, providing opportunities for fishing, kayaking, or simply enjoying the breathtaking views and a quick dip when you return. There are over 135 rentals with boat docks and pools on FLARBO.

As you embark on the journey to discover your ideal Florida vacation rental, remember that FLARBO is here to transform your getaway into an unforgettable experience. Our curated selection of house rentals with private pools and condos with resort style pools epitomizes coastal living. Whether you seek a peaceful retreat or an active exploration of Florida's water wonders, our choice of rentals provide the perfect backdrop for your dream vacation. Make memories that will last a lifetime—dive into the allure of private and resort pools, where every day is a celebration of the Sunshine State's beauty. Let the magic of Florida unfold before you.

Florida Rentals by Owner

Florida Rentals with Pool