
Vacation rentals with a pool in Monroe County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monroe County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Guesthome w/ Heated Pool 5 mins from Miami Airport
This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Miami Paradise Westchester * Heated Pool*
Enjoy this gem in the heart of Miami newly renovated home. This modern chic home is designed to accommodate 13 guest. Perfect for entertaining backyard equipped with a counter top bar, BBQ area, dinning room area and sofa. Layout in the Miami sun in a modern pool or choose nightlife chill in jacuzzi overlooking the stars. For our fishing lovers, this home provides a deck overlooking a lake. This home is close to all main highways, malls, Miami beach, FIU, Brickell, Wynwood, downtown Miami.

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Lux apartment in Miami downtown
The best location in Miami Downtown, with a unique view of the bay and the City. Spacious and with high quality details The apartment has large spaces, a living room with a large sofá, a queen bed. It also has smart tv and internet, and coffee in capsules, tea, some bottles of water and other quality details are also offered. Guest access grill and entertainment area pool, online meetings and work sector, different offices and of course a full equipped gym.

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.

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
Renovated family home with 5 bedrooms and 4 full bathrooms. Heated pool year-round, mini golf, BBQ area and swing. Modern design with piano and Smart TVs. Parking for 5 cars. Prime location near airport, beaches and nightlife. Sleeps up to 16: 1 king, 2 queen, 2 full, 2 twin and 2 sofa beds (full & queen). Please confirm total guests. Add pets to reservation. Notify us if traveling with children for pool fence.
Popular amenities for Monroe County rentals with a pool
House rentals with a pool

Tropical Retreat Miami 5BR w/Pool, BBQ & GameRoom

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill

Encanto Luxury Home Miami W/Pool/BBQ/Golf/Pingpong

4BR 3B, Heated Pool & Spa, 60' Dock

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Lagoona-Matata

Great key Largo home with water front and pool

Miami Chic-Heated Pool Near FIU and Coral Gables
Condo rentals with a pool

Waterfront Luxury Condo | Pool + Tiki Bar

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Exquisite Luxury Oceanfront Complex Key Colony

Cali King 1 BedRoom: Pool Gym Balcony Jacuzzi

Ocean Shores Villa 2 with pool and boat slip

Turtle Nest 1 Private beach,Pool, 2bed 2bath

Gorgeous Ocean View in Paradise, Close to Key West

Blue Haven Key Largo | Ocean Pointe 1315
Other vacation rentals with a pool

Luxury Lakefront Getaway

Beach House in Marathon with Amazing Backyard!

3BR In Resort Village, Pools, Free Kayak & Shuttle

Luxury Stay w/ Heated Pool, Golf & Chess Yard

Ocean~View w/ Dock, Pool, Kayaks, King Bed

Beach House, Private Pool, Dock, Gulf View Sunsets

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Blue Breeze | 8PPL | Pool | Mini Golf | Pool Table
Destinations to explore
- Villa rentals Monroe County
- Bed and breakfasts Monroe County
- Houseboat rentals Monroe County
- Tiny house rentals Monroe County
- Beachfront rentals Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Campsite rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with a firepit Monroe County
- Rentals with lake access Monroe County
- Farmstay rentals Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with a kayak Monroe County
- Loft rentals Monroe County
- RV rentals Monroe County
- Vacation home rentals Monroe County
- Rentals with a fireplace Monroe County
- Bungalow rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Boutique hotels Monroe County
- Condo rentals Monroe County
- Rentals with an accessible height bed Monroe County
- House rentals Monroe County
- Aparthotel rentals Monroe County
- Cottage rentals Monroe County
- Fitness-friendly rentals Monroe County
- Serviced apartment rentals Monroe County
- Rentals with a washer and dryer Monroe County
- Rentals with beach access Monroe County
- Ski-in/ski-out rentals Monroe County
- Hotel rooms Monroe County
- Rentals with breakfast Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with an EV charger Monroe County
- Rentals with outdoor seating Monroe County
- Townhouse rentals Monroe County
- Rentals with a sauna Monroe County
- Rentals with a patio Monroe County
- Luxury rentals Monroe County
- Apartment rentals Monroe County
- Rentals with pools Florida
- Rentals with pools United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Long Beach
- Coral Castle
- Homestead-Miami Speedway
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Theater of the Sea
- Everglades Alligator Farm
- Conch Key
- Calusa Campground
- Sunset Park
- Key Largo Kampground And Marina
- Seven Mile Bridge
- The Turtle Hospital
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Homestead Bayfront Park
- Monkey Jungle
- Founder's Park
- Things to do Monroe County
- Art and culture Monroe County
- Sightseeing Monroe County
- Entertainment Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Things to do Florida
- Entertainment Florida
- Tours Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Sports activities Florida
- Art and culture Florida
- Wellness Florida
- Things to do United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Nature and outdoors United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Tours United States





