Holiday rentals with a pool in Florida

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Florida

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Merritt Island

4.99 out of 5 average rating, 138 reviews

Waterfront Home with Pool + Private Dock

🌊 Unwind in this intercoastal waterfront paradise w/ breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance w/ a sophisticated upscale split floor plan coastal home. 🏡 Close to Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣‍♂️ Indulge in provided kayaks, fishing poles, beach chairs & pool toys. Send us a message about the ultimate getaway with your own private pool & dock!

Guest favourite

Guest house in Chipley

4.96 out of 5 average rating, 252 reviews

Guesthouse & Heated Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guest.

Guest favourite

Home in Pace

4.93 out of 5 average rating, 158 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Guest favourite

Campervan/Motorhome in Jacksonville

4.99 out of 5 average rating, 125 reviews

Couples clothing optional escape hot tub nude deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit

Guest favourite

Guest house in West Palm Beach

4.97 out of 5 average rating, 365 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Guest favourite

Guest house in Cape Coral

4.95 out of 5 average rating, 111 reviews

Pool Modern Apartment

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests from any small animals that might be around. The apartment is attached to the main house with one bedroom one bathroom living room and a functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest.

Guest favourite

Guest house in Cocoa Beach

4.98 out of 5 average rating, 232 reviews

The Cocoa Boho Rooftop Retreat

Thinking about your next vacation? Need to unwind? Want to take in ocean views while sipping mimosas on a rooftop patio? Say hello to Cocoa Boho. Brand-new, clean boho-chic with bright & open interiors, a year-round summer breeze and the sounds of the Atlantic. Cocoa Boho is a newly constructed guest home - 2min walk to public beach access, 1.5 miles away from Downtown. If you're booking your next girls trip, poolside retreat or theme park crowd beach escape, Cocoa Boho is that vibe.

Guest favourite

Guest house in Orlando

4.88 out of 5 average rating, 246 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $10 every extra day.

Guest favourite

Guest suite in Orlando

4.91 out of 5 average rating, 337 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Guest favourite

Apartment in Panama City Beach

4.97 out of 5 average rating, 122 reviews

Continental * 209 The Turtle's Hide Away

WELCOME TO PARADISE!! Come and relax at this peaceful beach front hide away. FREE BEACH CHAIRS/UMBRELLA included with the reservation thru (March 15-October 2024) This property is located right on the beach in beautiful PCB!! This unit has a king bed and one recliner. It has a full kitchen and a private balcony. It's within walking distance to Gulf World, Pier Park, and many restaurants. It also has a Beachside Cafe and seasonally heated pool on property!

Guest favourite

Apartment in Ormond Beach

4.98 out of 5 average rating, 184 reviews

Oceanfront Studio- Can’t get closer to the beach!

Late Summer Vacation! We supply everything you will need! We have beach access, no damage, and an open pool! Safe, quiet building of only 33 units. The OCEAN is located directly in front of this comfy condo, with no roads to cross! This is a remodeled 2nd floor 389 sq ft condo at the Symphony Beach Club. Private balcony and full kitchen no need to leave the premises. This is a DIRECT OCEAN FRONT unit with an ocean view from your private balcony.

Guest favourite

Rental unit in Miami Beach

4.9 out of 5 average rating, 953 reviews

Tropical Suite in Miami Beach

A blend of elegance and tropical charm awaits you. Enjoy a renovated building with ultimate comfort. Dive into the 20m private pool where you can soak up the sun on the hotel's loungers while enjoying your time and relaxation , savor outdoor cooking shared with other guest, relax in the lush lobby, and rest in the refined bedroom with a King Bed Size, Netflix Tv, Central Ac and Mini Fridge . Craft extraordinary memories at our exceptional property.