Holiday rentals with a pool in Bay Harbor Islands

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Top-rated rentals with a pool in Bay Harbor Islands

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

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Top guest favourite

Flat in El Portal

4.95 out of 5 average rating, 347 reviews

Resort Like Exquisite 1 Bedroom Apartment & Pool

Beautiful property close to Downtown Miami and Miami Beach. This apartment has its own private courtyard to enjoy outside dining & bar kitchen, which includes: refrigerator, microwave oven, ice maker, dishwasher, a Keurig Coffee Maker and a single cooktop. Central Air Conditioning. Washer/Dryer and two TVs. Free WiFi/Internet access, one parking space and use of the shared swimming pool. The apartment and pool are both professionally cleaned 🧼 Awesome place to stay in Miami, close to everything!

Top guest favourite

Apartment in Bay Harbor Islands

4.94 out of 5 average rating, 108 reviews

Magical 2/2.5 APT Walk to the beach W/Rooftop Pool

We invite you to enjoy the epitome of elegant island living at Bay Harbor Island. Bay Harbor One is a uniquely crafted property that celebrates the relationship between nature and people. Surround yourself with the radiantly blue waters of Miami Or head to the sky-view rooftop and enjoy a secluded lounge and pool. Built in 2019 Bay Harbor One is a perfect mix between sophistication and comfort, the mix between sophistication and comfort makes BHO the perfect location for vacation! NO PARTIES!!!

Guest favourite

Flat in North Beach

4.94 out of 5 average rating, 176 reviews

Penthouse 1908 Ocean Front View 1BD Monte Carlo

APART HOTEL. 24/7 FRONT DESK. FREE VALET PARKING. OCEAN FRONT VIEW PENTHOUSE 1 BR CORNER 1 BATH WITH BALCONY, 19TH FLOOR, LOCATED AT LUXURY OCEAN-FRONT CONDO "MONTE CARLO" ON COLLINS AVE, MIAMI BEACH. UNIT HAS: WI-FI, KING SIZE BED, 2 SLEEPER SOFAS, BED, CRIB, 2 TV'S, LAUNDRY, DISHWASHER, FULL KITCHEN AND FREE PARKING! 2 SWIMMING POOLS, JACUZZI, GYM, STEAM ROOM, LOUNGE ROOM DIRECT BEACH ACCESS, LOUNGE CHAIRS AND UMBRELLAS AVAILABLE AT THE BEACH. WI-FI THROUGHOUT THE BUILDING. NETFLIX, HULU.

Top guest favourite

Apartment in Sunny Isles Beach

5 out of 5 average rating, 103 reviews

Beachfront Condo at luxury resort in Sunny Isles

Experience the clear waters of Sunny Isles Beach just steps from this newly renovated condo. Enjoy all the resort amenities including beach services, pool w/ bar & grill, gym, sauna, restaurant and concierge service. This condo features 1 bedroom with a king bed, queen sofa-bed in the living room, a balcony overlooking both the bay and the ocean, a full kitchen, washer/dryer, & bathroom w/ tub/shower. The island has a few restaurants nearby. Aventura is 4 minutes away. **READ BELOW ABOUT FEES**

Guest favourite

Flat in Bay Harbor Islands

5 out of 5 average rating, 7 reviews

Bright 2BR/2BA Apt in Bay Harbor – Walk to Beach!

We welcome you to our charming apartment at Bay Harbor Island. This bright and spacious retreat offers everything you need for a comfortable stay in one of Florida's most desirable locations. Situated in the heart of Bay Harbor, our apartment provides easy access to the area's top attractions. We've thoughtfully outfitted the apartment with modern amenities to enhance your stay. Perfect for families, couples, or business travelers looking to experience the best of Miami’s upscale lifestyle.

Top guest favourite

Apartment in Surfside

4.94 out of 5 average rating, 111 reviews

Miami Beautiful Surfside 2 Bed Apart Free Parking

- -FREE PARKING SPACE SurfSide 2Br Ocean View and Access Surf Side Miami Fl. 3 Floor Luxury Unit with ocean view, residents will enjoy the calm and smooth atmosphere of Miami lifestyle. -Beach is 100 steps from your Cozy Bed - Restaurants and shopping are a 15 min walk - Building includes Pool, Jacuzzi, game room & Gym area -The Unit Offers Two Master Bedrooms -3 Smart TVs, Bluetooth speaker, WIFI -Perfect getaway all throughout the year NO SMOKING NO SMOKING NO SMOKING NO SMOKING

Superhost

Home in Miami

4.92 out of 5 average rating, 194 reviews

Private Pool and Tropical Garden Oasis

Welcome to the Tangleleaf, a beautiful 3 bedroom 2 bath house with pool and gardens centrally located in Miami. 10-15 minutes to Miami's airports, beaches, Design District, Wynwood, and Downtown. Your stay includes two queen beds and one king, heated saltwater pool, wireless internet, Smart TV, outdoor grill, laundry, and parking for 4 cars ONLY. We also provide fresh towels, linens, and kitchen utensils. Our goal as your host is to make sure you enjoy every aspect of our beautiful city.

Top guest favourite

Guest house in Biscayne Park

4.95 out of 5 average rating, 504 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Top guest favourite

Home in Biscayne Park

4.97 out of 5 average rating, 119 reviews

Miami Modern Luxury with Pool & Spa

Villa Biscayne, a gorgeous, centrally located home is your private luxury resort in Miami. 1920s Spanish on the outside, bright and modern on the inside, this beautifully furnished villa is set at the heart of the Village of Biscayne Park. It’s the perfect place to work, relax in the lush tropical backyard, enjoy the pool and jacuzzi, and explore the city. When you're ready to explore, you can be on the beach, in Wynwood or the Fashion District in 10-15 minutes, and in South Beach in 20.

Guest favourite

Hotel room in North Beach

4.9 out of 5 average rating, 293 reviews

OCEAN AND BAY VIEW LUXURY 1BR MONTE CARLO PARKING!

APART HOTEL. 24/7 FRONT DESK. FREE VALET PARKING. OCEAN AND BAY VIEW WITH BALCONY, 1 BEDROOM, 1 BATH LOCATED AT A LUXURY OCEAN-FRONT CONDO "MONTE CARLO" ON COLLINS AVE, MIAMI BEACH. UNIT HAS: WI-FI, KING SIZE BED, SLEEPER SOFA, ROLL-AWAY BED, CRIB, 2 TV'S, LAUNDRY, DISHWASHER, FULL KITCHEN AND FREE PARKING! 2 SWIMMING POOLS, JACUZZI, GYM, STEAM ROOM, LOUNGE ROOM DIRECT BEACH ACCESS, LOUNGE CHAIRS AND UMBRELLAS AVAILABLE AT THE BEACH. WI-FI THROUGHOUT THE BUILDING. NETFLIX, HULU.

Guest favourite

Villa in Hollywood Hills

4.96 out of 5 average rating, 156 reviews

Spacious 5.5 BR Renovated Villa | Heated Pool Tiki

Upgraded in 2025! Your private, stunning, recently renovated villa! The sleek design offers the feel of a modern home. Enjoy 5.5 bedrooms and 3.5 baths, each designed to satisfy any travel connoisseur: open-concept living space and top-of-the-line kitchen with plenty of natural light. A custom-lit heated pool, a Tiki Space, and a beautiful outdoor dining area are perfect if skipping a beach day in style. We created this space to allow you to enjoy a lovely vacation away from home.

Top guest favourite

Home in Fort Lauderdale

4.98 out of 5 average rating, 107 reviews

***VillaPlaya brand new home, modern style resort!

Brand new construction home, 5 minutes to Las Olas Boulevard, modern resort style. 3 Bedrooms, 3 Bathrooms. 20' ceilings with large windows allowing plenty of natural light in the house. Glass enclosed wine room, open concept living centered around true chef's space kitchen, top of the line appliances including double oven. Private balcony overlooking backyard and heated pool, lounge chairs, built-in BBQ grill, 2 separate attached car garages.