Holiday rentals with a pool in Pinecrest

4.96 out of 5 average rating, 148 reviews

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

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.

Apartment in Downtown Miami

The living area features a spacious blue tufted sofa complemented by a sleek glass coffee table. A modern accent chair adds contrast, while large sliding glass doors provide ample natural light and stunning views of the surrounding skyline.

4.91 out of 5 average rating, 117 reviews

Make It Happen! Brand New with Amazing Water Views

Bluewater Realty Miami welcomes you to The Grand, located in Downtown Miami on Biscayne Bay. Our 2 bedroom Make It Happen! is the ultimate retreat, equipped with everything you could need. Enjoy views of Biscayne Bay and Margaret Pace Park that will leave you in awe. With South Miami Beach 3 miles away you can indulge in the sun of Miami Beach while still feeling the energy of downtown Miami, giving you the ultimate Miami experience. Your Airbnb Superhosts, Rachel and Mia Bluewater Realty Miami

4.97 out of 5 average rating, 201 reviews

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.

Guest house in Miami

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.

4.98 out of 5 average rating, 250 reviews

A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.

Tiny home in Cutler Bay

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.

4.94 out of 5 average rating, 229 reviews

A modern kitchen is featured, equipped with stainless steel appliances and sleek cabinetry, offering ample counter space. Natural light fills the area from large windows, showcasing views of the city. A comfortable seating area is visible in the background, enhancing the spacious layout.

Flat in Coconut Grove

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

Guest suite in Coconut Grove

A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.

4.96 out of 5 average rating, 279 reviews

"Casa Mia's" pool & BBQ bungalow

Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

4.94 out of 5 average rating, 182 reviews

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.

Flat in Miami

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!

4.91 out of 5 average rating, 418 reviews

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

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

Apartment in Miami Design District

4.88 out of 5 average rating, 161 reviews

Gorgeous 1 Bdrm 1 Bath - Magical City Views

Entire luxury condo at Quadro in the Design District. Fully equipped - Free parking, coffee, Wi-Fi & cable. The building features amenities in the 6th floor including a fitness center, a lounge with co-working area & a game room, an outdoor dining area with BBQ's and a great pool.Enjoy guest exclusive neighborhood discounts. Walk to hundreds of designer shops, restaurants, bars, art galleries, & more! 10-min drive to Miami’s international airport, 15-min drive to Miami Beach.

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.

4.97 out of 5 average rating, 391 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.

5 out of 5 average rating, 150 reviews

A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.

Guest suite in Homestead

“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.

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.

4.96 out of 5 average rating, 112 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

Popular amenities for Pinecrest rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor space is highlighted by a heated saltwater pool surrounded by lush palm trees. Poolside seating includes elegant iron chairs and tables. Soft lighting enhances the tranquil ambiance, creating a welcoming atmosphere for relaxation and enjoyment.

4.92 out of 5 average rating, 199 reviews

Private Pool and Tropical Garden Oasis

4.85 out of 5 average rating, 194 reviews

An outdoor entertainment area features a sparkling salt-water pool surrounded by lush greenery. Several lounge chairs and adirondack chairs are positioned nearby, providing ample seating for relaxation. The concrete patio showcases a modern design with alternating grass patches.

Home in Flagami

Beautiful Home HEATED SALT POOL Near Beach Airport

A fire pit is positioned on a stone patio, featuring a modern design with blue glass accents and flickering flames. In the background, a heated pool is surrounded by lush greenery and comfortable outdoor seating, providing an inviting space for relaxation.

4.92 out of 5 average rating, 145 reviews

Poolside Haven 4/2, Htd pool, oudr ktch by freeway

A spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.

4.92 out of 5 average rating, 375 reviews

Charming house with private pool & large patio

A tranquil salt-water pool is illuminated in soft hues of blue, surrounded by lush greenery and palm trees. Soft lighting enhances the outdoor space, with seating visible and a scenic lake view in the background, providing a peaceful atmosphere for relaxation.

4.98 out of 5 average rating, 105 reviews

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

A private pool with clear, inviting water reflects sunlight. The pool features a gentle gradient leading to a shallow entry with stainless steel steps. Lush greenery surrounds the area, providing a natural backdrop for relaxation.

4.83 out of 5 average rating, 151 reviews

Ily's House

4.89 out of 5 average rating, 292 reviews

A sparkling pool is framed by a spacious patio with tiled flooring and surrounded by lush greenery. A tall plant stands in a black pot nearby, while a screened enclosure allows natural light to fill the area, creating a serene atmosphere.

Home in Miami Springs

Centrally Located Resort Style Miami home

The image features a clear pool surrounded by a spacious patio, with two lounge chairs positioned nearby. Lush tropical plants and colorful potted flowers add to the serene environment. Soft string lights are hung above, enhancing the outdoor space during the evening.

4.76 out of 5 average rating, 114 reviews

Cozy Oasis Pool Home-1 Min from Baptist Hospital

Apartment rentals with a pool

A view from the penthouse balcony reveals a cityscape illuminated by numerous buildings. The skyline consists of tall structures with colorful lights, and a high-rise balcony railing is visible in the foreground. A barstool is positioned near the railing, creating an inviting space for relaxation.

4.97 out of 5 average rating, 111 reviews

Luxury PH at Brickell Bay-Amazing MIAMI City VIEWS

The spacious suite features a king-size bed, a comfortable seating area by the window, and a well-lit workspace. Large windows allow natural light to fill the room, offering views of the skyline. Neutral color tones contribute to a calm environment.

4.97 out of 5 average rating, 148 reviews

Four Seasons private studio in Brickell

A private wrap-around balcony features two white lounge chairs overlooking the expansive blue ocean. City skyline and distant landmasses are visible under a bright sky with scattered clouds. The green carpet adds a touch of color to this outdoor space.

4.94 out of 5 average rating, 103 reviews

Front Facing Top Floor Penthouse with Ocean Views

A spacious outdoor patio features a hammock suspended between two posts, offering a serene spot to relax. The backdrop showcases a panoramic view of the bay and modern high-rise buildings, under a clear blue sky.

4.84 out of 5 average rating, 151 reviews

Beautiful condo with ocean view at Miami Brickell

A modern living area offers floor-to-ceiling windows with skyline views of Miami. White leather sofas are arranged around a glass coffee table, while a dining area with dark chairs is visible in the background. Bright natural light floods the space, accentuating the sleek design.

4.94 out of 5 average rating, 143 reviews

Upper Penthouse Corner Unit 2B/2B | Icon Brickell

An airy kitchen and living area are shown, featuring a large island with a stovetop. Floor-to-ceiling windows offer expansive views of the bay, while modern, white dining chairs surround a round table. The sleek design emphasizes natural light and the scenic backdrop.

4.77 out of 5 average rating, 221 reviews

BEAUTIFUL 2BD ★ OVERLOOKING THE OCEAN ★BRICKELL

Apartment in Coconut Grove

A serene outdoor pool area is surrounded by lush tropical landscaping, featuring a clear blue pool and several lounge chairs. Umbrellas stand by the poolside, providing shade, while additional seating is available nearby, creating a welcoming space for relaxation.

4.99 out of 5 average rating, 122 reviews

Your Bay View Escape in Coconut Grove w Pool & Gym

Apartment in Miami Design District

A dining area is set at a white table adorned with blue glasses and stylish tableware. Large windows provide panoramic water views and a clear sky, enhancing the bright atmosphere. A television screen displays a beach scene.

4.99 out of 5 average rating, 182 reviews

Penthouse Level Studio• Water Views • Free Parking

Other holiday rentals with a pool

4.95 out of 5 average rating, 20 reviews

A spacious studio features a cozy sleeping area with a striped bedspread and a comfortable seating arrangement. A light-colored armchair and a gray sofa complement a coffee table placed on a geometric area rug. Natural light enters through the window, highlighting the minimalist decor.

Flat in Coral Gables

Cozy Studio Apartment-close to UM

4.98 out of 5 average rating, 51 reviews

Villa in Cutler Bay

Miami Oasis with Luxury Spa & Your Own Helicopter

5 out of 5 average rating, 11 reviews

A modern home is showcased with a spacious pool surrounded by a wooden deck. Lush greenery borders the property, complemented by outdoor seating areas with sleek lounge chairs. Large glass doors allow natural light to fill the interior, emphasizing the connection between indoors and outdoors.

Home in Coral Way

Habitat Privé The Majestic Tree

4.96 out of 5 average rating, 23 reviews

A pool area is featured, surrounded by lush greenery and palm trees. Sun loungers are positioned next to the inviting pool, with a shaded seating area under an umbrella visible in the background. The structure has large glass doors that provide access to the interior.

Home in Cutler Bay

4BR Home with Pool, Playground & Boat/RV Parking

5 out of 5 average rating, 32 reviews

La Paloma

A spacious yard with lush green grass surrounds a remodeled house. A private swimming pool is visible in the background alongside a paved walkway leading to the entrance. Tropical trees and shrubs add natural beauty to the landscape, creating an inviting outdoor space.

4.82 out of 5 average rating, 49 reviews

Guest House on BIG property in Miami Neighborhood

A serene swimming pool is surrounded by lush greenery, with natural stone edges complementing the landscape. Soft lighting accentuates the water, creating a tranquil atmosphere within a private outdoor area. Tall trees and vibrant foliage provide a sense of seclusion and relaxation.

4.91 out of 5 average rating, 23 reviews

High House by Stone Bridge & Sunken Garden

An outdoor area features a shimmering pool surrounded by a spacious patio. Comfortable seating with yellow cushions is arranged, complemented by a bar area with tall stools. Lush greenery is visible in the background, providing a serene environment under a bright sky.