Holiday rentals with a pool in Tavernier

A bright living area features a light wood floor and various seating options, including a wicker chair and a sofa adorned with colorful cushions. A coffee table is placed at the center, complemented by decorative wall art and a potted plant nearby.

4.95 out of 5 average rating, 110 reviews

Sugar Cane - Florida Keys tropical retreat

We have just completely renovated this condo at Ocean Pointe Resort and it's Insta-worthy. Every detail has been designed and considered. Sugar Cane is conveniently located near the best of the Florida Keys - close to Islamorada and Key Largo. The property boasts a large outdoor pool with a pool bar, hot tub, oceanfront beach and boardwalk, boat ramp, marina, tennis courts and children's play area. We manage Sugar Cane ourselves and live nearby so we have local knowledge and are very responsive

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.

4.85 out of 5 average rating, 296 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 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, 300 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.

An open-concept living area features a comfortable sofa and loveseat, designed for relaxation. A stylish dining table accommodates four. A wall-mounted TV and electric fireplace add modern touches, while large sliding glass doors offer natural light and views of the surrounding landscape.

4.94 out of 5 average rating, 157 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

4.96 out of 5 average rating, 205 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, 112 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.

4.97 out of 5 average rating, 166 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 home 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 clear view of the ocean is captured from the balcony, showcasing the shimmering water beneath a bright blue sky. Lush greenery lines the foreground, while a dock extends into the sea. The scene conveys a serene coastal atmosphere.

4.99 out of 5 average rating, 202 reviews

Ocean Views at Ocean Pointe

Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.

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, 146 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, 112 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 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, 204 reviews

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

***Until mid-December there will be some painting taking place on the building. No work will take place weekends or Thanksgiving week. All amenities are open and access to the unit will not be affected. *** 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

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, 167 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

An aerial view showcases a lagoon-style pool surrounded by tropical greenery and palm trees. Lounge chairs are arranged neatly along the poolside. Nearby, a shaded area with tables and umbrellas is visible, providing a tranquil space for relaxation.

5 out of 5 average rating, 11 reviews

Papo's Paradise

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, 179 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, 104 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

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, 14 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, 142 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

Apartment rentals with a pool

A well-lit heated pool area is surrounded by lounge chairs and palm trees, creating a relaxed atmosphere. Soft blue lights illuminate the pool in the evening, while the ocean is visible in the background, adding to the inviting ambiance.

5 out of 5 average rating, 20 reviews

Newly Renovated Piece ofParadise

A bright and airy living space features a comfortable gray sofa and a patterned armchair. A wooden coffee table sits center stage, accompanied by bar stools at an adjacent counter with modern appliances. Natural light fills the room, reflecting off a large mirror.

4.86 out of 5 average rating, 96 reviews

Deluxe Oceanfront 1/1 sleeps 4. Cafe & Pool Bar.

An aerial view captures the marina filled with boats and yachts, surrounded by lush greenery and roads leading to residential structures. The coastline and pier extend into the water, providing access to the Atlantic Ocean, enhancing the scenic waterfront location.

4.95 out of 5 average rating, 82 reviews

Key Largo Sunsets Penthouse on the Ocean

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.

4.91 out of 5 average rating, 78 reviews

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

A private dock extends over calm waters, lined with white posts and illuminated by a golden sunset. A thatched-roof structure is visible at the end of the dock, surrounded by gentle waves reflecting the muted sky.

4.99 out of 5 average rating, 115 reviews

Enjoy sunsets & sunrise in your home away home.

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

4.78 out of 5 average rating, 116 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.

Apartment in Islamorada

Studio with Balcony, Kitchen, Open Living Space

A modern kitchen area features granite countertops and stainless steel appliances. Bar stools are positioned neatly along the breakfast bar. The interior is complemented by soft lighting and a neutral color palette, creating a spacious and inviting atmosphere.

4.95 out of 5 average rating, 44 reviews

Oceanfront 2 Bedroom Apartment

Other holiday rentals with a pool

5 out of 5 average rating, 24 reviews

Villa in Key Largo

Coastal Oasis #44 Key Largo 4BR Villa | Partial

A bright living area features large windows, allowing natural light to fill the space. Soft blue walls complement the light-colored furnishings, including a spacious curved sofa and a distinctive wooden coffee table. A ceiling fan circulates air, while a decorative plant adds a touch of greenery.

5 out of 5 average rating, 7 reviews

New Coastal Escape 2BR/2BA Oceanfront Condo

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

4.94 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.

Flat in Islamorada

La Casa HMH

5 out of 5 average rating, 33 reviews

A sandy beach area is shown, framed by dense greenery and clear water. Colorful kayaks and paddleboards are arranged on a rack nearby, with a spacious pool visible under a bright sky, surrounded by lounge chairs. A charming cottage showcases large windows, allowing natural light to fill the interior.

Cottage in Key Largo

Kampground Paradise w/Kayaks, Heated Pool & Marina

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, 67 reviews

When Paradise is Key: Tropical Oceanfront Condo

5 out of 5 average rating, 13 reviews

An expansive oceanfront balcony showcases unobstructed views of the tranquil waters and gentle waves. The horizon is adorned with soft pastel colors from the sky, reflecting the serenity of the surroundings. A white railing frames the scene, enhancing the feeling of openness.

Townhouse in Islamorada

Panoramic Oceanside Luxury, Dockage & Gameroom

A light-filled living area showcases a grey sofa adorned with decorative pillows. A round coffee table sits in the center, surrounded by a textured area rug. The space is complemented by a large pendant light and a wall featuring natural wood art, enhancing the relaxed ambiance.