Vacation rentals with a pool in Florida City

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Florida City

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

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Guest favorite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 159 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Sep 3 – 10

G$30,225 GYD per night

Guest favorite

Guesthouse in Miami

4.96 out of 5 average rating, 168 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

Sep 10 – 17

G$21,145 GYD per night

Guest favorite

Home in Cutler Bay

5.0 out of 5 average rating, 124 reviews

Private Villa Pool Spa Games-Beach

Located within a private cul-de-sac with no neighbors in sight is this modern, contemporary home with everything you could possibly need for a relaxing stay. Enjoy resort-style living at its finest with open plan living, a gourmet kitchen, 5 stylish bedrooms & a glamorous outdoor oasis with salted heated pool, sunbeds, cabanas a basketball court, a playground, pool table & so much more! Amazing designed and decorated home with top High end Furnitures that will Provide you a unique Stay. #miami

Nov 6 – 13

G$172,465 GYD per night

Guest favorite

Cottage in Key Largo

4.96 out of 5 average rating, 147 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Oct 6 – 13

G$74,659 GYD per night

Guest favorite

Home in Homestead

4.93 out of 5 average rating, 358 reviews

Private Paradise between Miami & the Keys

My 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. Good WIFI My cleaning crew & I work very hard to keep it clean and sterile due to COVID. NO ADDITIONAL GUESTS & NO DJs. NO PARTIES. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS.

Mar 31 – Apr 7

G$68,844 GYD per night

Superhost

Home in Cutler Bay

5.0 out of 5 average rating, 118 reviews

Amazing Home Miami with Heated Pool & Plays

5 bedrooms / 3 bathrooms 2800 interior sq. ft 11,800 sq. ft Heated pool/Pool Table/Outdoor Kitchen with BBQ/Playground/Basketball Court/Outdoor Dining Table/mini beach/Mega Chess/Mini golf/Foosball/Fire Pit/Sleeps 17 Come enjoy your next vacation in this beautiful modern property. Located in a wonderful and safe area,. The house has a fully equipped kitchen, smart TV in all bedrooms and living room, heated pool for you to enjoy the eternal Florida summer,Visiting Downtown Miami,South beach

Nov 28 – Dec 5

G$151,490 GYD per night

Guest favorite

Guesthouse in Homestead

5.0 out of 5 average rating, 111 reviews

Guest house with pool and private hot tub

Beautiful modern new build, in a very tranquil setting and neighborhood. The guest house -bungalow has its own private parking and entrance as well as its own fenced in backyard. A large terrace for your outdoor enjoyment with gas BBQ. outdoor furniture HOT TUB and fire pit. The guest house has also access to a 40 ft. long pool. Fast WiFi also a PS4 game console. 2 blocks from a park where you can play basketball, soccer, skateboarding, kids water park, as well as gym equipment.

Aug 13 – 20

G$43,820 GYD per night

Guest favorite

Guest suite in Miami

4.9 out of 5 average rating, 357 reviews

Cozy Suite -Exterior Entrance, SelfCheckin

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

Jul 12 – 19

G$16,931 GYD per night

Guest favorite

Apartment in Key Largo

4.92 out of 5 average rating, 231 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

Aug 23 – 30

G$36,994 GYD per night

Guest favorite

Home in Miami

4.96 out of 5 average rating, 320 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Jan 27 – Feb 3

G$35,508 GYD per night

Guest favorite

Farm stay in Homestead

4.92 out of 5 average rating, 156 reviews

Arritola B&B Ranch, is a unique farm experience!

Beautiful farm, with large heated pool and a lush tropical landscape. Your guest house is in the back of the property next to the chicken coop. The goats, pigs, bunnies and other small farm animals are friendly and will enjoy your company. This is the perfect spot for tourism as we’re within minutes of the Everglades National park, Florida Keys, Biscayne National Park, and much more. Owners live in the main house. You rent the guest house.

Nov 30 – Dec 7

G$74,022 GYD per night

Guest favorite

Condo in Fort Lauderdale

4.93 out of 5 average rating, 265 reviews

*Marriott's BeachPlace Towers Luxury Guest Room Sl

Your Florida dream vacation starts here. Welcome to Marriott's Beach Place Towers in Florida's yacht capital of Fort Lauderdale, where turquoise waterways invite you to explore. Nestled in the heart of South Florida's Gold Coast, our retreat is ideally situated near an array of dining, entertainment and shopping choices, as well as 23 miles of tranquil beaches.

Sep 30 – Oct 7

G$33,952 GYD per night