Vacation rentals with a pool in Pinecrest

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Top-rated rentals with a pool in Pinecrest

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

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Guest favorite

A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.

Home in Cutler Bay

4.96 out of 5 average rating, 142 reviews

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

Top guest favorite

The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.

Guesthouse in Miami

4.97 out of 5 average rating, 197 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.

Guest favorite

A clear blue pool is surrounded by terracotta tiles, featuring two large umbrellas providing shade over white lounge chairs. The pool's inviting water reflects the greenery from nearby trees and allows for relaxation in a tropical setting.

Tiny home in Cutler Bay

4.98 out of 5 average rating, 242 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.

Guest favorite

A rooftop pool area is showcased, featuring a clear blue pool surrounded by lounge chairs with orange cushions. The expansive glass railing provides unobstructed views of the ocean and sky, while fluffy clouds drift above, enhancing the serene atmosphere.

Apartment in Coconut Grove

4.94 out of 5 average rating, 220 reviews

Stunning Corner Water/City View Free Pkg/Pool

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated corner deluxe studio on the 17th fl. of a luxurious waterfront property offers breathtaking city and bay views. Studio is very spacious & fully equipped for 2 w/full kitchen, king size bed & full bath. Enjoy all the luxury amenities we offer, pool & hot-tub w/ incredible bay views, penthouse full gym, 24hr security

Top guest favorite

The outdoor pool area features a clear blue salt-water pool, surrounded by lounge chairs and shaded by umbrella canopies. A natural rock slide is integrated into the design, set against lush green foliage and palm trees in the background.

Apartment in Miami

4.94 out of 5 average rating, 181 reviews

Very Private 1/1 Apt w/Oasis Pool Patio Setting

Private apartment-1 bedroom w/king size bed, 1 full size bathroom, separate living and dining area. Fully equipped kitchen. Free parking, beautiful oasis setting with salt water pool, hot tub & patio. Gazebo w/fire pit, Bar-be-cue, 2 TV’s, free WiFi. This is NOT a party spot but a place to relax in the pool, hot tub or relaxing dinners at home after visiting Miami venues. Set in a quiet neighborhood, 2 miles from shopping & restaurants. This is your home away from home vacation spot!

Top guest favorite

A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.

Home in Miami

4.99 out of 5 average rating, 360 reviews

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

Guest favorite

An inviting pool area is highlighted under a twilight sky, featuring a shimmering blue pool surrounded by lush greenery. Comfortable seating areas and a shaded patio are visible, providing ample space for relaxation and outdoor gatherings.

Home in Coral Way

4.97 out of 5 average rating, 103 reviews

MIA Oasis: Best Location, Pool, Spacious!

-Less than 5 minutes to the heart of Brickell (closest you can get with a house) -Easy access to South Beach, Wynwood, Midtown, Coral Gables (all within 10-15 minutes) -Newly renovated with stylish, high-end finishes. Notably two rooms have their own bathrooms, so its a comfortable setup for large groups. -Backyard pool and patio area feels like an oasis. Great place to hangout with friends, grill, or just relax and enjoy the greenery, the sun during the day, and the stars at night.

Top guest favorite

The entrance of the property is framed by mature palm trees and lush landscaping, showcasing vibrant greenery. A large half-circle driveway leads up to the house, highlighted by a smooth, paved surface. The warm-toned exterior of the home is visible, inviting guests into a tranquil setting.

Guest suite in Miami

4.91 out of 5 average rating, 418 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

Superhost

An outdoor pool area showcases a clear heated pool surrounded by lounge chairs and shaded seating. The backdrop features a vibrant sunset sky, enhancing the serene atmosphere of the private yard. Lush vegetation frames the space, adding to the tropical feel.

Home in Cutler Bay

4.92 out of 5 average rating, 120 reviews

Luxury 5BR Retreat w/Pool & Games in Miami

Welcome to your dream vacation! This stunning 5-bedroom, 3-bath home in a serene residential area offers 15,000 sq. ft. of outdoor space and 2,700 sq. ft. of beautifully designed interiors. Enjoy a heated pool, pool table, basketball, ping pong, playground, trampoline, and BBQ for endless fun. Each room is equipped with a Smart TV, and the fully stocked kitchen makes dining a breeze. Perfect for relaxation and unforgettable memories, this luxury retreat is your ideal Miami escape!

Top guest favorite

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

Home in Miami

4.97 out of 5 average rating, 384 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.

Guest favorite

The spacious room features two beds with soft white linens and decorative orange throws. A comfortable seating area is present, alongside a work desk. Large windows illuminate the space and offer a view of the outdoor balcony and city skyline.

Condo in Coconut Grove

4.9 out of 5 average rating, 128 reviews

Stunning 12th Floor Studio in the Heart of Grove

You will be in walking distance to everywhere in Coconut grove. Ditch the craziness of south beach and downtown Miami and enjoy a calmer night stay here at the Arya. This is a condo hotel which means there is no daily cleaning service but you will be able to enjoy all the amenities that hotel guest uses. Wake up in the morning and see sail boats from your Balcony! Amazing restaurants and bars are just a few minute walk away!

Guest favorite

An aerial view of a spacious home surrounded by lush greenery and palm trees. A heated swimming pool is featured in the backyard, with poolside loungers arranged for relaxation. A dock extends into the lake, providing additional seating and scenic views.

Home in Miami

4.96 out of 5 average rating, 104 reviews

Miami Lux Lake Front Retreat

A destination on its own: 1. Spacious home- over 5500 sqft of living space. 2. Gym with sauna and steam shower. 3. Pool table 4. Gourmet kitchen. 5. Formal dining room. 6. Large TV room with leather sectional, all recliner. 7. Karaoke 8. Kayaks to enjoy the lake 9. Heated Pool 10. Outdoor ping pong 🏓 table 11. Gym 12. Sauna and steam Room