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.

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.

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!

4.86 out of 5 average rating, 297 reviews

A neatly arranged set of towels is tied with twine, placed on a stylish bed with textured bedding and decorative pillows. A large mirror reflects warm lighting, and a green leaf adds a touch of nature to the inviting space.

Flat in Coconut Grove

Spectacular Suite, City View, Free Park, Pool, Gym

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 bright unit on the 18th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ king size bed, full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub w/incredible bay views, penthouse gym, sauna, business center, 24-hr security and +

4.96 out of 5 average rating, 231 reviews

An open living area features a white leather sofa, a coffee table with magazines, and two ottomans in teal. A mounted TV is positioned on a white console, while a dining area is visible in the background, showcasing a modern kitchen design.

Flat in Brickell

Condo in Brickell Business District

Stunning one bedroom condo located in the best area of Brickell just minutes away from Brickell City Centre and Mary Brickell Village with restaurants, bars, shops and entertainment. About this Space -Approx.818 sqft of natural light filled space with gorgeous bay and city views and a large private balcony with dining table and large patio couch -High-speed Wi-Fi -1 free assigned parking spot -Pool, hot tub, jacuzzi, steam room, game room, state of the art gym, and business center

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.

Apartment in Coconut Grove

A spacious studio features a comfortable king-size bed and a queen pull-out sofa. Natural light floods the area through the large balcony door, which offers views of the city. A stylish dining area with a table is visible, complemented by decorative artworks on the walls.

4.84 out of 5 average rating, 396 reviews

SF Beautiful Blue & Gold Studio with Ocean View

🌊 19th-Floor Oceanview Studio at Hotel Arya in Coconut Grove 🌴 Studio • Sleeps 4 • Balcony • Pool & Gym Access • Ocean Views Soak in breathtaking ocean and sailboat views from this high-floor studio at Hotel Arya. Features a king bed, queen sofa bed, blackout shades, and hurricane-impact balcony door. Enjoy full access to hotel amenities including the pool, gym, and more—right in the heart of walkable Coconut Grove!

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

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

4.89 out of 5 average rating, 142 reviews

Home in Coral Way

Resort-Style Paradise w Heated Pool and Fire Pit

4.85 out of 5 average rating, 195 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

4.89 out of 5 average rating, 293 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

4.99 out of 5 average rating, 161 reviews

An outdoor area features a private heated pool surrounded by well-kept greenery and seating. Comfortable lounge chairs with striped cushions provide relaxation options under the shade of a large umbrella and palm trees, creating a welcoming space for relaxation.

Home in Coral Way

The Poolside Sanctuary 4B 4B Heated Pool 1 Gb/s

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 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

A private balcony showcases modern wicker seating with soft cushions, offering panoramic views of the water and skyline. Expansive glass doors invite natural light, creating a seamless outdoor space for relaxation.

4.94 out of 5 average rating, 213 reviews

Lux 2BR • Water View • Pool • Spa • FREE Parking

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

A spacious balcony overlooks the waterfront and city skyline, offering expansive views of the bay and distant bridges. A table and chairs are positioned for outdoor seating, while sunlight brightens the scene under a clear blue sky.

4.97 out of 5 average rating, 173 reviews

Luxury 2BR Condo, Spectacular Views, Icon, W Miami

A spacious living area features a modern sofa adorned with cushions and a cozy throw. Large windows provide stunning ocean views, while a small balcony with chairs is visible. A coffee table holds a vase of flowers, adding a touch of freshness to the space.

4.96 out of 5 average rating, 220 reviews

W Icon Brickell 40th Floor High Ceiling Ocean View

Apartment in Downtown Miami

A bright living area features a suspended yoga hammock alongside modern seating arrangements. Lush plants are distributed throughout, complemented by a colorful art piece reading 'Do What You Love.' A light area rug contrasts against polished concrete flooring, with floor-to-ceiling windows showcasing city views.

4.93 out of 5 average rating, 255 reviews

High Rise Condo w/Gym, Rooftop Pool & Bay View

Other holiday rentals with a pool

4.71 out of 5 average rating, 62 reviews

A spacious living area is characterized by a large sectional sofa and a coffee table set on a textured rug. Floor-to-ceiling windows allow natural light to fill the room, revealing views of lush greenery outside. Decorative plants and wall art contribute to the inviting ambiance.

Loft in Coconut Grove

Boho Chic Loft in Coconut Grove

4.95 out of 5 average rating, 21 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

A spacious living area is presented with natural light flowing through large windows. The design features a warm-toned leather sofa and two green armchairs. A dining table for six is visible in the background, complemented by light wooden flooring and decorative plants.

5 out of 5 average rating, 26 reviews

Miami Oasis: Charming home with private pool

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