Holiday rentals with a pool in Key Biscayne

4.94 out of 5 average rating, 189 reviews

The image showcases a panoramic view of the beach and ocean, with white sands and lounge chairs arranged neatly along the shoreline. Two swimming pools are visible below, surrounded by greenery and palm trees, enhancing the coastal ambiance.

Flat in Atlantic Heights

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.

4.92 out of 5 average rating, 202 reviews

A spacious sleeping area features a large bed with white linens, complemented by a decorative blanket. Glass doors offer a view of the private pool and backyard. Natural light fills the room, highlighting the wooden ceiling and patterned rug.

Guest house in Miami

Chic Guest house w/pool, hot tub, grill, mini golf

Discover your own private oasis at this centrally located retreat. Enjoy a stylish stay just minutes from everything Miami has to offer. Exclusive Amenities: During your stay, the pool, spa-style hot tub, fun mini golf, and outdoor grilling area are yours alone to enjoy. No sharing, complete privacy. Perfect Location: Only 7 minutes from the major cruise ship terminals (Virgin, Carnival, Royal Caribbean, Norwegian, and more). Easy Access: Just 10-15 minutes from Miami International Airport.

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, 108 reviews

Front Facing Top Floor Penthouse with Ocean Views

Top floor modern designer Penthouse, two bedroom, two bath, right in the heart of Miami. Enjoy style, convenience, and breathtaking views of Miami from your private wrap around balcony & take in panoramic vistas of the ocean, yachts and city. Kitchen features new stainless-steel appliances. Living room boasts brand new 4K Smart TV with dinning area. Master Bedroom has ultra comfy king size bed + en-suite, stylish Queen room both with smart TV’s. Brand new bathrooms, washer & dryer in Penthouse

4.96 out of 5 average rating, 233 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

4.79 out of 5 average rating, 391 reviews

Flat in Atlantic Heights

Miami Beach Oceanfront Suite + Parking by Dharma

Escape the hustle and unwind in our charming one-bedroom apartment suites, right on Miami Beach at our BEACHFRONT property. Refresh and relax all week with access to two sparkling pools and a hot tub. Enjoy breathtaking sunsets from your private balcony while listening to the soothing rhythm of the ocean. Each fully furnished apartment comes with in-unit laundry, a sleek modern kitchen with stainless steel appliances, and a stylish bathroom—everything you need for a perfect stay.

A private patio area features a round table surrounded by four decorative chairs, set under a large blue umbrella. The space is framed by wooden fencing and white stones, offering a tranquil outdoor dining option.

4.96 out of 5 average rating, 113 reviews

Gorgeous Beachy Chic Condo in Key Biscayne

Perfect vacation rental property in Key Biscayne, Florida One bedroom, one bath with spacious patio area, and assigned parking space. Brand new kitchen and bathroom and updated throughout. Fully furnished. Large pool. Tile floors throughout. Laundry a few steps from your front door. Location is an easy walk to a private beach access open 24/7. Or use the complimentary Island golf cart service. Plus shops, fine dining and grocery. Dogs OK. No cats. You are going to love it here!

A modern kitchen area is visible, featuring dark cabinetry and a granite countertop. A dining table with black chairs is set beside the kitchen, while a gray sofa with a round pillow is positioned in the foreground, offering a view of the open living space.

4.92 out of 5 average rating, 209 reviews

Key Biscayne Unit 1/2 block from the beach

My place is close to The Ritz-Carlton Key Biscayne Miami Seaquarium Miami Open -Tennis Tournament Crandon Park Bill Bags Florida Park Downtown Brickell Miami Beach You’ll love my place because of It is full of good energy and comfort. This place has all the things you'll need for a nice gateway vacation time. Unit is equipped with wi-fi internet and X1 Xfinity cable. Two 55 inch tvs for your entertainment. Ideal for families, solo adventurous, and business travelers

A modern living area features a sectional sofa adorned with accent pillows, complemented by a sleek coffee table. Large windows showcase panoramic city views enhanced by the evening's soft glow. A flat-screen TV is mounted on the wall, while light-colored curtains frame the windows.

4.9 out of 5 average rating, 124 reviews

Stunning 2 bedroom+17 foot ceilings & heated pool

Discover the ultimate Miami lifestyle in this stunning 2-bedroom, 2-bath apartment with soaring 17-ft ceilings. Fully equipped with kitchen essentials, towels, and WiFi, it sits in the iconic W Hotel Icon, designed by Philippe Starck. Enjoy top-notch amenities like a jacuzzi, heated pool, and balconies offering breathtaking city and river views from the 28th floor. Starting the end of July 2025 the pool will only be open Friday, Saturday and Sunday

An open kitchen area is shown, featuring a light countertop and modern appliances. Two white stools are positioned at the breakfast bar. A vase with vibrant orange flowers sits on a neutral-colored rug in the living area, adding a touch of color and warmth.

4.8 out of 5 average rating, 102 reviews

Totally Updated unit 😍 You’ll love it !!

Fully renovated 1BR/1BA in Key Biscayne. 1 King or 2 Twin beds + 2 full sofa beds. Modern open kitchen, dining and living area. Only unit in the building with washer, dryer & dishwasher. Access to Key Biscayne Beach Park. Walking distance to the beach. Peaceful, upscale, family-friendly area. Sunrise Club Condo is across from Winn-Dixie and close to many restaurants. Perfect for couples, families or remote workers seeking comfort and location.

The living area features a grey sofa paired with a vibrant blue chair. A coffee table made of metal sits center stage, complemented by a colorful throw pillow arrangement. Natural light filters through a large window, illuminating the light wood floors.

4.87 out of 5 average rating, 176 reviews

Key Colony: Botanica

Vacacional Rental Condo Ubicado en el bello complejo de Key Colony, este apartamento en el edificio de Botánica tiene tres dormitorios y dos baños completos. Es para 7 personas. Playa privada, varias piscinas, canchas de tenis y bellos jardines para caminar. Dentro de Key Colony hay un pequeño mercado y un cafe. Incluso un salon de belleza. Restaurante de playa y playground. A 25 minutos en auto de South Beach y 15 minutos de Brickell.

4.96 out of 5 average rating, 114 reviews

Home in Miami

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

5 out of 5 average rating, 114 reviews

A spacious studio suite features two comfortable Queen beds with light-colored bedding. A large television is positioned on a wooden dresser, and modern artwork enhances the decor. Natural light streams in through glass sliding doors, leading to a balcony, complemented by soft, neutral carpeting.

Apartment in Miami

Suite at The Ritz-Carlton Key Biscayne Miami

Welcome to The Ritz-Carlton Key Biscayne, Miami! Stunning Studio Suite Apartment in the Beachfront Ritz Carlton - Enjoy the Hotels Pools, Dining, Gym, and More! At The Ritz-Carlton Key Biscayne, Miami, luxury comes in the form of impressive amenities and the gifts of tranquility and serenity.

Popular amenities for Key Biscayne rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 101 reviews

A cascading waterfall flows over natural stone ledges, creating gentle sounds. Vibrant pink bougainvillea blooms are prominently featured alongside the rocks, adding a touch of color to the tranquil setting.

Home in Coral Gables

Casa Cascada in Coral Gables Area

4.98 out of 5 average rating, 112 reviews

The outdoor area features a heated pool surrounded by elegant stone flooring. Lounge chairs are positioned beside the pool, and a built-in gas grill can be seen against the backdrop of modern architecture. Lush greenery adds a touch of nature to the inviting space.

Home in Tarpon River

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

4.92 out of 5 average rating, 199 reviews

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.

Home in Miami

Private Pool and Tropical Garden Oasis

4.97 out of 5 average rating, 182 reviews

A shaded outdoor seating area features a hanging chair, a small table, and decorative lanterns. The pool is visible in the background, surrounded by a well-maintained garden and sun loungers. The space is designed for relaxation, with ample natural light filtering through.

Home in Miami Springs

Spanish House 3 Bedroom Pool House

Home in Poinsettia Heights

A private patio features a heated saltwater pool surrounded by lush tropical greenery. A gazebo with comfortable seating and a gas BBQ area is showcased, alongside cozy loungers positioned for relaxation. An umbrella stands ready, providing shade over a dining area nearby.

5 out of 5 average rating, 114 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

4.93 out of 5 average rating, 178 reviews

An open-concept living area reveals modern furnishings, including a light-colored sofa and two blue chairs. A wooden coffee table with geometric design sits at the center. Natural light floods from large windows, showcasing a clean and contemporary atmosphere, with a kitchen visible in the background.

Home in Brickell

Luxury Oasis in Brickell - Only 3 min to Ocean

4.97 out of 5 average rating, 125 reviews

A private backyard oasis features a sparkling pool accompanied by a soothing jacuzzi. Lush tropical plants surround the area, with a pair of lounge chairs positioned nearby. The stone patio blends seamlessly with manicured grass, creating a serene environment perfect for relaxation.

Home in Biscayne Park

Miami Modern Luxury with Pool & Spa

4.92 out of 5 average rating, 205 reviews

A comfortable outdoor seating area is framed by lush tropical greenery. A light-colored, cushioned sofa is positioned near a hanging, woven chair, creating a relaxing space with views of a private pool in the background.

Home in Upper Eastside

Private tropical oasis - Mimo Bungalow

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, 112 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, 149 reviews

Four Seasons private studio in Brickell

4.9 out of 5 average rating, 197 reviews

A spacious living area features a blue sofa and circular coffee table, complemented by large windows offering views of the coastline. A stylish dining table set for four is positioned nearby. The kitchen, visible in the background, is equipped with modern appliances.

Apartment in Ocean Front

Premium Ocean One Bedroom Suite in Fontainebleau

A bright living space is highlighted by a purple sofa facing a large TV. A wooden dining table with dark chairs is positioned nearby. Floor-to-ceiling windows provide expansive views of the ocean and natural light, contributing to the open atmosphere.

4.98 out of 5 average rating, 329 reviews

Oceanview Brickell Miami Condo Pool/Free Parking

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.

4.93 out of 5 average rating, 144 reviews

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

4.84 out of 5 average rating, 507 reviews

An airy studio space features a plush king-size bed with light linens. Floor-to-ceiling windows showcase stunning ocean views. A stylish gray sofa and a sleek coffee table provide comfortable seating, while a dining area for two is elegantly set. Bright LED lights enhance the contemporary design.

Apartment in Ocean Front

Oceanfront 17th Floor New Beachfront Flat Balcony

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, 175 reviews

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

A tranquil view of the Miami River is captured, showcasing boats docked along the waterfront. Towering residential buildings line the riverbanks, framed by palm trees and lush greenery. A bright blue sky with scattered clouds enhances the scene, reflecting the vibrant atmosphere of the area.

4.92 out of 5 average rating, 578 reviews

Luxury 5 stars ICON Brickell @46TH 2B/2B, Pool/Gym

Other holiday rentals with a pool

The living area features two white sofas and a dark coffee table. Natural light enters through large windows, highlighting the terracotta tile flooring. A potted plant adds a touch of greenery, while framed artwork is displayed on the walls.

4.8 out of 5 average rating, 56 reviews

3bed Key Colony unit with pool, tennis and beach.

A spacious living area is highlighted by natural light, featuring a large dining table made of wood, comfortable seating, and a bookshelf filled with various items. Soft tones and neutral furniture create a calm and relaxing ambiance, with plants visible outside through floor-to-ceiling windows.

4.91 out of 5 average rating, 57 reviews

Luxurious Key Biscayne 3BR/3BA beachfront complex

An open living area is depicted, featuring a dining table surrounded by chairs and a modern kitchen with white cabinetry. A cozy seating arrangement is visible, along with large windows offering natural light and views of greenery. Minimalistic decor enhances the spacious feel.

4.67 out of 5 average rating, 90 reviews

Beautiful 3 bed unit at Key Colony.

A wooden coffee table is positioned in front of a light-colored sofa with striped cushions. A decorative bowl holds seashells, and a magazine is laid open on the table. A coiled rope art piece adds texture to the overall decor.

4.98 out of 5 average rating, 47 reviews

BRAND NEW! 1 Bdr, Pool & Beach

The dining area features a white table set with plates and placemats. A lamp illuminates the space beside a gray sofa in the living room. A piece of artwork hangs on the wall, depicting a scenic view. Natural light filters in through sliding glass doors.

5 out of 5 average rating, 64 reviews

Sunny Beach Retreat Just Steps from the Sand

The entrance of Chaparral 101 is framed by a landscaped area featuring tropical plants. The glass doors provide a view into the building's interior, while the surrounding pathway is paved with light-colored tiles and marked by parking spaces.

4.83 out of 5 average rating, 77 reviews

Exclusive apartment, steps from the Beach!!!

A modern living area features a light-colored sectional sofa and a dark wooden coffee table. Artwork adorns the walls, including a large painting and a smaller framed piece. Natural light filters through the window coverings, enhancing the airy atmosphere of the space.

5 out of 5 average rating, 13 reviews

KEY BISCAYNE ISLAND PARADISE

The cozy living area features a light-hued sofa beside a glass coffee table on a textured rug. Two simple chairs complement the space, while a large window with shutters allows natural light to illuminate the room. A sleek lamp stands nearby, adding warmth.