Holiday rentals with a pool in Tavernier

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.

4.95 out of 5 average rating, 167 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 ✔ Onsite Pool Bar & Cafe ✔ Fully Equipped Kitchen ✔ Balcony ✔ FREE /WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Great locationCleanWell-equipped facilities

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, 256 reviews

Toes in the Sand - 2 Bedroom Condo Sleeps 4

Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka

Great locationWell-equipped facilitiesClean

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.

4.91 out of 5 average rating, 327 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.

Great locationStylish designFriendly host

4.96 out of 5 average rating, 219 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.

Great locationQuiet surroundingsFriendly host

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, 140 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.

Great locationQuiet surroundingsExcellent service

A bright living area showcases a cozy sofa and a decorative table, with two seating chairs positioned beside a window offering views of lush greenery and distant water. Natural light floods the space, enhanced by ceiling fans and tasteful decor accents.

4.97 out of 5 average rating, 214 reviews

Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "We absolutely loved the condo - the beds were comfy, and you can see the ocean from the family room. Everything you could possibly need. Responsive hosts and inside was spotless!" ➠ Resort size heated pool + Jacuzzi ➠ Balcony w/ ocean view ➠ Private beach access w/ sun lounger ➠ Fully equipped + stocked kitchen ➠ Double Master Suites ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps WIFI

Great locationCleanQuiet surroundings

An aerial view of a blue, two-story house surrounded by greenery. The backyard features a swimming pool, red umbrellas, and seating areas. A patio leads to the pool, and the front yard is landscaped with grass. The neighborhood shows a quiet street with nearby houses.

4.99 out of 5 average rating, 144 reviews

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.

✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.

Great locationQuiet surroundingsClean

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.

4.89 out of 5 average rating, 108 reviews

Ocean Pointe 2309 with Ocean Views

Come and enjoy all the activities the Florida Keys has to offer from this new inviting oceanfront condo. Your vacation begins the moment you drive into our 60 acre Ocean Pointe property. The Jr. Olympic sized heated pool is surrounded by beautiful landscaping, a hot tub, & the Mermaid bar. Other amenities include: a sandy beach, a Marina for boats up to 28ft, a ramp, tennis courts, pickle ball court, children's swings, charcoal grills, picnic tables, pier, cafe bar & lounging areas.

Great locationGreat stayWell-equipped facilities

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, 221 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.

Great locationWell-equipped facilitiesQuiet surroundings

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.

4.93 out of 5 average rating, 162 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!

Great locationNear marketsSafe

4.94 out of 5 average rating, 146 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!

4.98 out of 5 average rating, 336 reviews

A serene canal-front dock area is shown, featuring several white, wooden lounge chairs arranged for relaxation. Kayaks in vibrant colors are secured nearby, surrounded by lush greenery and calm waters reflecting the clear blue sky.

Guest suite in Tavernier

Key Largo! Tavernier! Welcome to Paradise!

A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )

Great locationCleanFriendly host

Popular amenities for Tavernier rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 100 reviews

Lagoon View Retreat • 2 Kings• Pickleball• Marina

Great locationExcellent serviceStylish design

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.

4.92 out of 5 average rating, 156 reviews

The Paradise 2

Great locationWell-equipped facilitiesClean

5 out of 5 average rating, 14 reviews

Home in Islamorada

OceanView 2/2.5 w Beach Pool & Marina Islamorada

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.

4.85 out of 5 average rating, 34 reviews

Waterfront Key Largo Home - Tropical Paradise

Great locationQuiet surroundingsExcellent service

4.97 out of 5 average rating, 182 reviews

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Great locationFriendly hostClean

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, 155 reviews

Escape to the Seaside!

Great locationStylish designExcellent service

4.79 out of 5 average rating, 107 reviews

Paradise Found-Key Largo Kampground Divers Welcome

Great locationGreat stayExcellent service

A multi-story home is reflected in the calm water, showcasing a spacious deck with dining furniture under palm trees. Lush greenery surrounds the property, enhancing the serene environment. The structure features a staircase leading to a balcony, offering views of the tranquil setting.

4.9 out of 5 average rating, 141 reviews

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock

Great locationSafeClean

Condo rentals with a pool

A view of a marina featuring wooden docks lined with boats. Lush greenery, including vibrant pink flowers, frames the foreground. A calm inlet reflects the sky, where fluffy clouds drift above. Palm trees provide shade along the shoreline, contributing to a serene coastal atmosphere.

4.91 out of 5 average rating, 45 reviews

Sea Side Whimsy Ocean Pointe -06

4.64 out of 5 average rating, 313 reviews

Ocean view condo with Balcony/Ocean View

Great locationSafeQuiet surroundings

A comfortably furnished living area features a spacious blue sofa and a matching loveseat, complemented by decorative pillows. A wooden coffee table is positioned at the center, while a television is mounted on the wall. Natural light floods the room through large windows, providing views of the surrounding landscape.

5 out of 5 average rating, 48 reviews

FL Keys Getaway @ Ocean Pointe

Great locationCleanWell-equipped facilities

An open kitchen features white cabinetry and a large island with seating for four. Stainless steel appliances, including an oven and a refrigerator, are visible. A decorative light fixture hangs above the island, and a sliding door leads to a living area with a view of greenery.

4.9 out of 5 average rating, 115 reviews

Key Largo Paradise - Remodeled Townhome in Kawama

Great locationSafeFriendly host

A serene view of the water stretches towards the horizon, with soft waves lapping against a rocky shoreline. A jetty curves into the distance, framed by lush greenery on either side. The clear sky reflects on the tranquil surface, creating a calm atmosphere.

5 out of 5 average rating, 41 reviews

Kawama Lagoon Retreat | Beach, Pools & Marina

A spacious kitchen area features modern cabinetry and stainless steel appliances. A long island bar with eight black stools provides ample seating. Bright lighting illuminates the area, enhancing the open layout that connects to the living space.

4.87 out of 5 average rating, 105 reviews

Key Largo Oceanside 3/3 Golf Cart & kayaks

Great locationFriendly hostStylish design

A bright dining area is presented with a glass table set for four, complemented by stylish beige chairs. A large artwork featuring a beach scene adorns the wall. Natural light fills the space, enhancing the elegance of the neutral tones and the smooth stone flooring.

4.94 out of 5 average rating, 35 reviews

Key Largo Condo

5 out of 5 average rating, 35 reviews

Condo in Tavernier

Other holiday rentals with a pool

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, 13 reviews

New Coastal Escape 2BR/2BA Oceanfront Condo

4.88 out of 5 average rating, 59 reviews

A houseboat is docked alongside a concrete walkway, with the river water reflecting the sunny blue sky. The boat features a shaded deck on top and a screened-in porch in the front, providing a comfortable outdoor space. Lush greenery is visible along the shore.

Houseboat in Key Largo

Key Largo's Best Kept Secret!

Great locationExcellent serviceGreat stay

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.

4.99 out of 5 average rating, 85 reviews

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

4.96 out of 5 average rating, 69 reviews

A bright bedroom features a spacious bed with a white duvet cover and decorative teal throw. Art depicting fish adorns the walls. Natural light enters through the window, complemented by a stylish lamp. A wooden dresser occupies one corner, enhancing the room's coastal theme.

Bungalow in Islamorada

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Great locationFriendly hostStylish design

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.

4.91 out of 5 average rating, 88 reviews

When Paradise is Key: Tropical Oceanfront Condo

4.96 out of 5 average rating, 27 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

Aerial view of the resort showcases a heated pool surrounded by palm trees and lounge chairs, alongside multiple tennis courts. The backdrop features lush greenery and tranquil ocean waters, highlighting the beauty of the surrounding natural environment.

4.91 out of 5 average rating, 33 reviews

Welcome to the Pelican Lodge !

Great locationStylish designGreat stay

A wooden gazebo with a thatched roof overlooks the ocean. Several Adirondack chairs are positioned on the deck, facing the tranquil waters. The sunlight reflects on the surface of the sea, creating a serene atmosphere around the space.