Vacation rentals with a pool in Tavernier

A serene sunset is visible over the Atlantic Ocean, with warm orange and yellow hues blending into the sky. A sailboat is seen on the horizon, adding a touch of tranquility to the scenic view.

4.86 out of 5 average rating, 294 reviews

Condo in the Keys, Peaceful ocean view retreat!

Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key West, this condo is close to state parks and coral reefs great for diving, fishing, and snorkeling. Relax on the private beach where kayak and paddle board rentals are available. Then enjoy a stroll on the pier to the gazebo. Splash around in the beautifully renovated heated pool and hot tub with mermaid bar! You can also enjoy food and beverages in the on-site cafe and bar

A light-filled living space features a turquoise sofa with yellow accent pillows, paired with a round glass dining table. Rattan chairs complement the decor, which includes a vibrant tropical wall mural and a circular mirror. Modern appliances are visible in the kitchen area.

4.95 out of 5 average rating, 202 reviews

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

***9/2/25 to mid-November, building , elevator and balcony improvements will take place and our rates are heavily discounted for the inconvenience. Balcony access may be affected. No work on weekends , holidays or Thanksgiving week. All amenities are open.*** Stay at our tropical hideaway rated one of the “Coolest Airbnb’s in the Keys” by Trips to Discover! Our romantic condominium (sleeps 4) is located at the gated Ocean Pointe resort with full amenities- pool, beach, marina, tennis, cafe

A private beach area is visible, featuring soft white sand and arranged lounge chairs facing the calm ocean. Lush greenery lines the shore, with a small tree providing shade. In the background, a wooden pier extends into the water under a partly cloudy sky.

4.9 out of 5 average rating, 299 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

4.96 out of 5 average rating, 204 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

A private beach area is revealed, featuring rows of blue lounge chairs set on soft, sandy ground. Lush greenery borders the beach, while a wooden pier extends into the calm, turquoise water. A thatched gazebo provides shade, and scattered palm trees complete the coastal scene.

4.94 out of 5 average rating, 111 reviews

Your Happy Place - Oceanfront

Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.

A dining area features a round table surrounded by four wicker chairs. A large window offers views of the lush greenery outside, while a comfortable armchair with a tropical print is positioned nearby. Art depicting palm trees adorns the wall, complementing the coastal decor.

4.98 out of 5 average rating, 114 reviews

Modern and Coastal Ocean Pointe 2307

Are you looking for a Caribbean Vacation in a tropical resort without leaving the USA? Look no further than our Ocean view 2 bedroom and 2 bath condo at Ocean Pointe Suites! Our property offers: 24 hour front gate security, Heated Junior Olympic Pool with 15 person hot tub, tropical Beach, Marina, Tennis/Pickle ball courts. Enjoy our newly re opened ISLAND GRILL pool bar! We are located 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.

4.97 out of 5 average rating, 161 reviews

A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.

Tiny homes in Key Largo

Oasis2 in Key Largo With a million dollar view

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

A thatched-roof gazebo provides a sheltered seating area with wooden adirondack chairs. The serene ocean glimmers in the distance, while green navigation markers are visible on the water's surface. The structure features a wooden railing surrounding the space, enhancing the coastal atmosphere.

4.85 out of 5 average rating, 239 reviews

Toes in the Sand - 2 Bedroom Condo Sleeps 4

2-bedrooms, 2 full baths located on the 4th floor with ocean views. This condo has a beach, viewing pier, rentable boat slips, & boat trailer storage, café and a very large heated pool with a bar and gated entry with 24 hour security! Perfectly located between Key Largo and Islamorada, close to Pennekamp State Park, Harry Harris State Park, popular restaurants on the water, and the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer at your footsteps.

A wooden pier extends over calm waters, leading toward a thatched-roof gazebo. The scene is illuminated by a vibrant sunset, casting warm hues across the sky and reflecting on the water's surface. Lush greenery frames the sides, enhancing the serene atmosphere.

4.97 out of 5 average rating, 101 reviews

Ocean views at “Sangria Sunrise” 10% off Charters

Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

A well-lit living area showcases a comfortable sectional sofa and a wooden dining table with light-colored chairs. A decorative bowl of lemons sits at the center of the table, while large windows offer views of the surrounding landscape and allow natural light to fill the space.

4.92 out of 5 average rating, 145 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!

4.94 out of 5 average rating, 110 reviews

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

A waterfront patio is shown with comfortable seating, overlooking a calm body of water. The sun sets in the distance, casting warm light over the scene. Tropical vegetation can be seen, adding to the serene atmosphere.

4.93 out of 5 average rating, 133 reviews

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

Popular amenities for Tavernier rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A collage showcases four images: A serene sunrise over water, a cozy bedroom with a flat-screen TV, an open-concept living area with a kitchen and dining space, and a tranquil view of the evening sun reflected on the bay, complete with a kayak along the shoreline.

4.9 out of 5 average rating, 166 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

A two-story duplex is set amidst palm trees, featuring a blue exterior and multiple balconies. A vehicle is parked in the driveway, with a pathway leading towards the entrance, surrounded by landscaped areas that include gravel and greenery.

4.92 out of 5 average rating, 178 reviews

Blue House Marine in Key Largo

Aerial view of a waterfront community featuring multiple homes surrounded by lush greenery. Two circular pools are visible in the foreground, with docks extending into the water. A sailboat is seen on the horizon, showcasing the serene setting.

4.95 out of 5 average rating, 103 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

A two-story home with a light blue exterior is complemented by a heated pool surrounded by a lounging area. Lush greenery and a palm tree frame the space, providing a serene atmosphere. The patio below is equipped with ample outdoor seating for relaxation.

4.83 out of 5 average rating, 24 reviews

Waterfront Key Largo Home - Tropical Paradise

An aerial view captures a winding pool surrounded by lush palm trees and beach loungers. The pool's turquoise waters reflect the surrounding greenery and the bright sun. White buildings with large windows are visible in the background, enhancing the inviting atmosphere.

5 out of 5 average rating, 13 reviews

New! 4-Story Villa w/ Rooftop & 3 Private Suites

A serene beach area is highlighted by sandy shores and gentle waves. Palm trees sway in the breeze, while lounge chairs are arranged neatly in the foreground. A wooden dock extends into the water, framed by lush greenery in the background.

4.79 out of 5 average rating, 150 reviews

Escape to the Seaside!

An aerial view of a spacious pool surrounded by lush greenery and palm trees. The pool features a unique, winding shape, with several lounge chairs arranged around the perimeter and shaded spots provided by umbrellas.

4.93 out of 5 average rating, 140 reviews

Mariners Club Resort, Best in the Upper Keys

A modern living area features a spacious white sectional sofa adorned with blue and green decorative pillows. A wooden dining table with white chairs is positioned nearby. Above, a stylish fan circulates air while artwork in calming hues decorates the walls, complementing the light wood flooring.

4.9 out of 5 average rating, 109 reviews

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Condo rentals with a pool

An aerial view of a large heated pool is displayed, surrounded by palm trees and lush greenery. Blue lounge chairs are arranged around the pool area, and a small Jacuzzis is visible. A beach area is seen in the background, with the ocean extending beyond.

4.75 out of 5 average rating, 8 reviews

Spectacular Ocean Front Views in 3208

4.91 out of 5 average rating, 78 reviews

A spacious living area features a light color palette, large windows with ocean views, and modern decor. A comfortable sofa is complemented by blue accent chairs, while a large flat-screen TV is positioned on a sleek console. Natural light enhances the open layout.

Condo in Key Largo

Mariner's Club 522 - Don't worry Beach Happy!

A sandy beach area is lined with blue lounge chairs, providing ample space for relaxation under the clear sky. Lush greenery forms a backdrop, while the calm water sparkles in the sunlight. A tiki hut and dock are visible in the distance, enhancing the tranquil setting.

5 out of 5 average rating, 8 reviews

Gone Coastal @ Ocean Pointe

A light-filled living room reveals ocean views through sliding glass doors. A spacious white couch and armchair offer comfort, while a wooden coffee table rests on a patterned rug. Decorative elements include natural wall art and a bright indoor plant, enhancing the coastal ambiance.

5 out of 5 average rating, 65 reviews

Tequila Sunrise

A private beach area features rows of lounge chairs positioned on soft sand, with palm trees providing shade. In the background, gentle waves are seen lapping against the shore, and a wooden pier extends into the water, leading to a shaded pavilion.

4.66 out of 5 average rating, 106 reviews

Beautiful Oceanfront 2BR Condo | Pool & Hot Tub

A panoramic view captures the pristine turquoise waters extending to the horizon, adjacent to lush greenery and the resort's amenities. The interior showcases a bright, airy living space, featuring a well-equipped kitchen with modern appliances and a comfortable seating area with ocean views.

4.85 out of 5 average rating, 109 reviews

🏝 Oceanfront Paradise Awaits You

4.78 out of 5 average rating, 115 reviews

An aerial view displays a resort setting featuring a heated pool surrounded by palm trees, beach cabanas, and lounge chairs. The property extends towards the beach, with picnic tables and a landscaped area visible. The ocean borders the scene, enhancing the tropical atmosphere.

Condo in Islamorada

Studio with Balcony, Kitchen, Open Living Space

4.96 out of 5 average rating, 132 reviews

An open living and dining area features a large, round wooden table surrounded by several chairs. A comfortable leather sectional couch is positioned nearby, accompanied by a coffee table. Large windows allow natural light and view of greenery, while a television sits on a decorative cabinet.

Condo in Key Largo

Kawama Suntastic @ Key Largo

Other vacation rentals with a pool

4.63 out of 5 average rating, 306 reviews

Ocean view condo with Balcony/Ocean View

A tranquil beach scene features several blue lounge chairs arranged in neat rows on the sandy shore. A wooden pier extends into the water, accompanied by a thatched-roof gazebo. Lush greenery and a peaceful sky with scattered clouds complete the coastal vista.

4.98 out of 5 average rating, 57 reviews

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft

A sandy beach area features rows of lounge chairs under clear blue skies, complemented by palm trees. A volleyball net stands nearby, while shaded seating is provided by wooden picnic tables and a thatched-roof structure in the background.

4.74 out of 5 average rating, 39 reviews

Amazing Oceanview @Ocean Pointe

4.9 out of 5 average rating, 21 reviews

A two-story structure with a light-colored exterior is framed by well-maintained greenery. The front porch features a railing and is flanked by palm trees, creating a welcoming entrance. Large windows allow natural light to enter the home.

Villa in Islamorada

Islamorada house with best location. Lic # 24-0055

4.94 out of 5 average rating, 34 reviews

A relaxing outdoor area features a sparkling pool surrounded by lounge chairs and vibrant blankets draped over the edge. Lush greenery and palm trees provide natural shade, creating an inviting space for leisure and family gatherings.

Apartment in Islamorada

The HMH House

A bright living area features a comfortable gray sofa, decorative chairs, and a coffee table on a patterned rug. Natural light floods the space through large windows, creating a relaxed atmosphere. A wall-mounted TV and a small desk can also be seen, along with coastal decor.

4.97 out of 5 average rating, 66 reviews

When Paradise is Key: Tropical Oceanfront Condo

4.91 out of 5 average rating, 11 reviews

A serene waterfront view captures the modern multi-story building surrounded by lush greenery. The calm water reflects the clear blue sky, while a private wooden dock extends into the water, providing an inviting entrance to the property.

Townhouse in Islamorada

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

An aerial view captures a coastal area featuring a hotel building alongside a waterway. A sandy beach area with lounge chairs is visible near the water, while lush greenery surrounds the landscape. The scene showcases a calm and inviting atmosphere with clear blue skies.