Vacation 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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Guest favourite

Apartment in El Portal

4.94 out of 5 average rating, 322 reviews

Resort Like One Bedroom Apartment/ Pool & Parking

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!

Sep. 26 – Oct. 3

$266 CAD per night

Guest favourite

Condo in Bay Harbor Islands

4.93 out of 5 average rating, 108 reviews

Gorgeous 2 /2.5 Apt Pool / Jacuzzi Family friendly

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!!!

Oct. 9 – 16

$513 CAD per night

Superhost

Condo in North Bay Village

4.9 out of 5 average rating, 174 reviews

1/1, Queen Bed, free parking, City Views/Sunsets!

1 BR (Queen bed) corner condo w/ free parking in North Bay Village. Breathtaking City of Miami views, South Beach, Sunny Isles/North Miami skylines. Easy Accessibility via car/taxi/Uber to the Beach (3 miles/10 mins), South Beach (20 mins), Bal Harbour and Sunny Isles (20 mins), Downtown Miami (25 mins), and < 40 minutes from MIA + FLL Airports. Within a 30 min or less radius: American Airlines Arena, Hard Rock Stadium, Marlins Stadium, Frost Science Museum, Bayside Marketplace, SOBE.

Jul. 17 – 24

$222 CAD per night

Guest favourite

Tiny homes 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.

Oct. 20 – 27

$231 CAD per night

Guest favourite

Home in Hollywood

4.97 out of 5 average rating, 178 reviews

Hollywood Sunshine Resort Pool House

This amazing mini resort has been created with the ultimate comfort of our guests in mind. Enjoy a courtyard and pool deck designed with plenty of outdoor seating and a tiki hut. The property has synthetic grass through out, perfect for kids and family to sit and play on. Super fast Wifi. USB ports in the bedroom. Super comfortable bed. Smart Tv that you can Stream your favorite movies to. Washer/Dryer combo. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

Jan. 7 – 14

$311 CAD per night

Guest favourite

Guest suite in North Miami

4.9 out of 5 average rating, 117 reviews

Cozy Studio fully remodeled. Impecable! 1-2 people

Bright, large, fully remodeled studio unit in the heart of North Miami, just 4.5 miles from the beautiful beach of Bal Harbour. Centrally located area in the city's art district with dinning and entertainment. The space is Impeccably furnished with a king size bed and a queen sofa bed that comfortably accommodates 2 people. The studio has its own private entrance and guests can enjoy the outside space with a brand new pool, sitting areas, lights, and an ample and beautiful garden. No kitchen.

Sep. 14 – 21

$167 CAD per night

Guest favourite

Home in Miami

4.94 out of 5 average rating, 150 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.

Sep. 22 – 29

$722 CAD per night

Guest favourite

Guesthouse in Biscayne Park

4.94 out of 5 average rating, 451 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.

Apr. 21 – 28

$253 CAD per night

Guest favourite

Apartment in Miami

4.86 out of 5 average rating, 400 reviews

South Beach King Suite

Situated in Miami Beach's premier neighborhood, this Art Deco hotel suite has been thoughtfully redesigned to provide everything you need for an unforgettable South Beach experience. From beach gear, to a convenient kitchenette for easy meal preparation.Indulge in a staycation with flair, complete with a rooftop deck and pool. Enjoy fast Wi-Fi, a smart TV equipped with Netflix, or venture out with the beach just steps from your door. The Miami Beach Convention Center is around the corner

Jul. 2 – 9

$228 CAD per night

Guest favourite

Condo in North Bay Village

4.86 out of 5 average rating, 237 reviews

Gorgeous studio with water & downtown view.

Beautifully decorated studio on the highest floor (10th) with one of the most spectacular views in Miami over looking the intracoastal and the downtown skyline. Fully equipped apartment with a queen-sized bed and a queen sized comfortable pull out couch. 10-15 min Uber/Lyft to Wynwood, design district, south beach, or downtown. 5 minutes to the beaches of North Beach. Free parking available if needed. *PLEASE NOTE: Condo building charges a $15 one-time fee per guest.*

Aug. 10 – 17

$218 CAD per night

Superhost

Apartment in Miami

4.9 out of 5 average rating, 627 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.

Nov. 22 – 29

$197 CAD per night

Guest favourite

Guest suite in Miami

4.92 out of 5 average rating, 143 reviews

Spacious Miami Guest Suite with Pool & Hot Tub

Relax and enjoy your very own enclave tucked away in Biscayne Gardens. This guest suite offers you the quality of a hotel while maintaining the comfort of home. Park in the driveway and walk through your own private entrance to your suite. We've prepared this unit especially with guests in mind. The pool and hot tub located just steps from your door make this location popular all year round. Your hosts Autumn and Danny await your stay!

Aug. 21 – 28

$230 CAD per night