Compare Vacation Rentals with Pools in Key Largo, FL

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Key Largo, FL vacation rentals
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Choose from Top-Rated Vacation Rentals with Swimming Pools in Key Largo, FL

Luxury Condo At Ocean Front Kawama Tower Complex - Key Largo, FL
9.4 66 reviews
Key Largo, FL
08/24 – 08/29
$321/nighttotal: $1605 (5 )

Luxury Condo At Ocean Front Kawama Tower Complex

2 2
apartment, Key Largo
This 3rd-floor apartment in Key Largo's private gated Kawama community at Mile Marker 100 offers ocean and marina views, just 500 feet from John Pennekamp Coral Reef State Park.
Enjoy 1300 square feet of living space with 2 bedrooms and 2 bathrooms, accommodating up to 6 guests, featuring a fully-equipped kitchen, in-unit laundry, and direct access to a 3-acre salt-water lagoon, all complemented by three heated swimming pools.
Tropical Paradise At Moon Bay Key Largo, Florida - Key Largo, FL
9.8 35 reviews
Key Largo, FL
11/22 – 11/28
$502/nighttotal: $3012 (6 )

Tropical Paradise At Moon Bay Key Largo, Florida

3 6
apartment, Key Largo
Enjoy a waterfront Key Largo townhouse with a spectacular sunset view from the community pier, centrally located in Moon Bay, just a short distance from Jimmy Johnson's Big Chill and Bluefin Rock Harbor Marina.
This family-friendly apartment offers 3 bedrooms and 2 bathrooms for up to 6 guests, featuring a fully equipped kitchen, air conditioning, and fantastic community amenities including a swimming pool, beach, BBQ area, and a fire pit, perfect for a Keys getaway.
Turtle Bay Bungalow Rental In Key Largo, Fl - Key Largo, FL
9.8 34 reviews
Key Largo, FL
11/22 – 11/28
$379/nighttotal: $2274 (6 )

Turtle Bay Bungalow Rental In Key Largo, Fl

1 6
cabin, Key Largo
Centrally located in Key Largo within a gated community, this cabin is just minutes from John Pennekamp State Park, offering convenient access to water activities and boat tours.
This cabin accommodates up to six guests and features a fully equipped kitchen, an exterior patio with a BBQ and bikes, and access to a community swimming pool, marina, and sports courts.
Beachside Retreat W/ Pool, Boat Ramp Dock For Rent - Key Largo, FL
9.4 194 reviews
Key Largo, FL
07/03 – 07/05
$443/nighttotal: $886 (2 )

Beachside Retreat W/ Pool, Boat Ramp Dock For Rent

1 2
apartment, Key Largo
Just one mile south of John Pennekamp Coral Reef State Park, this apartment in Key Largo is located 50 miles south of Miami and a quarter mile from U.S. 1, offering excellent access to marine adventures and two private beach areas.
This family-friendly apartment features a heated swimming pool, a fully equipped kitchen, and comfortable sleeping for four, with boat slips available for rent and a dedicated parking space for two cars.
New! Casa Azul Oceanside - Golf Cart, 2 King Suites, Pool, Beach, Pickle, Kayaks - Key Largo, FL
9.8 314 reviews
Key Largo, FL
09/03 – 09/08
$616/nighttotal: $3080 (5 )

New! Casa Azul Oceanside - Golf Cart, 2 King Suites, Pool, Beach, Pickle, Kayaks

2 8
apartment, Key Largo
Directly on the ocean in downtown Key Largo, this oceanside villa offers private beach access and is just walking distance from John Pennekamp Coral Reef State Park.
This family-friendly apartment with a swimming pool features 1000 square feet, two bedrooms, two bathrooms, and accommodates up to eight guests with a private marina and complimentary golf cart for exploring.
Remodeled Key Largo Townhome In Kawama W/ Pools, Private Marina, Lagoon, Tennis - Key Largo, FL
9.7 175 reviews
Key Largo, FL
12/27 – 01/01
$601/nighttotal: $3005 (5 )

Remodeled Key Largo Townhome In Kawama W/ Pools, Private Marina, Lagoon, Tennis

1 4
apartment, Key Largo
Enjoy a prime location within the Kawama Yacht Club gated community in Key Largo, just steps from the saltwater lagoon and a short 2-mile drive from John Pennekamp Coral Reef State Park.
This remodeled 2-bedroom, 2-bathroom townhome accommodates up to 6 guests and offers a private marina, tennis courts, and complimentary recreational gear, making it an ideal getaway with a pool.
Oceanview Spectacular Sunsets By Oceanside - Key Largo, FL
10 2 reviews
Key Largo, FL
08/24 – 08/29
$321/nighttotal: $1605 (5 )

Oceanview Spectacular Sunsets By Oceanside

2 2
apartment, Key Largo
Directly on the Atlantic Ocean at mile marker 100 in Key Largo, this fifth-story penthouse condo offers panoramic ocean and sunset views from its private balcony and living room, with proximity to landmarks like the Caribbean Club Bar and Christ of the Abyss.
This family-friendly apartment features 2 bedrooms, 2 bathrooms, and sleeps 6, boasting direct ocean access with a marina, a lagoon stocked with tropical fish, and a swimming pool for your enjoyment.
Kawama Suntastic @ Key Largo !* No Airbnb Fees *! - Key Largo, FL
9.9 136 reviews
Key Largo, FL
06/15 – 06/19
$331/nighttotal: $1324 (4 )

Kawama Suntastic @ Key Largo !* No Airbnb Fees *!

1 2
apartment, Key Largo
Lagoon-front condo in Key Largo offers direct saltwater lagoon access and is a short walk to the ocean beach for sunrise and sunset views.
This apartment sleeps 6 and features a full kitchen with modern appliances, in-unit laundry, and access to two community swimming pools, a playground, and a tennis/pickleball court.
Oceanfront Condo In Key Kargo - Key Largo, FL
9.8 50 reviews
Key Largo, FL
06/20 – 06/27
$310/nighttotal: $2170 (7 )

Oceanfront Condo In Key Kargo

2 1
apartment, Key Largo
Experience an oceanfront condo in Key Largo, uniquely bordered by John Pennekamp Coral Reef State Park and the National Marine Sanctuary, offering unparalleled access to marine wonders.
This recently renovated 2-bedroom, 2-bathroom apartment comfortably accommodates up to 6 guests and features a swimming pool, along with proximity to 4 beaches, 3 pools, and family-friendly attractions like Jacobs Aquatic Park.
Ocean View Condo In Key Largo - Key Largo, FL
10 5 reviews
Key Largo, FL
06/25 – 06/28
$423/nighttotal: $1269 (3 )

Ocean View Condo In Key Largo

2 6
apartment, Key Largo
Experience unparalleled oceanfront living in Key Largo, situated within the John Pennekamp Coral Reef State Park and National Marine Sanctuary, just a short walk from Jacobs Aquatic Park and Dolphin Plus Marine Mammal Responders.
This recently renovated 2-bedroom, 2-bathroom apartment offers 1190 square feet of tropical beach-themed space for up to 6 guests, featuring a kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a swimming pool, a spa, and direct access to a 4-acre saltwater lagoon perfect for those seeking a pool getaway.
Exquisite Oceanfront Townhome! - Key Largo, FL
9.9 75 reviews
Key Largo, FL
12/27 – 01/01
$703/nighttotal: $3515 (5 )

Exquisite Oceanfront Townhome!

3 4
apartment, Key Largo
This Key Largo apartment offers direct marina access and ocean views within the Kawama Yacht Club, located near Caribbean Club Bar and Christ of the Abyss.
Enjoy this family-friendly apartment with 3 bedrooms and 3 bathrooms for up to 8 guests, featuring a swimming pool, full kitchen, and complimentary use of bicycles, a fishing rod, and a kayak for exploring nearby John Pennekamp Coral Reef State Park.
New! 4-story Villa, Private Rooftop, Pool And Marina In Key Largo - Key Largo, FL
10 1 review
Key Largo, FL
07/18 – 07/19
$1863/nightfor 1 night

New! 4-story Villa, Private Rooftop, Pool And Marina In Key Largo

3 2
house, Key Largo
Experience a Key Largo vacation home with a private rooftop pool and marina access, located just 3.3 miles from Pigeon Key and 5.6 miles from John Pennekamp State Park.
This recently renovated 4-story villa boasts 2120 square feet of living space, accommodates up to 15 guests, and features a well-equipped kitchen, a hot tub, and an outdoor fireplace for ultimate relaxation.

Find a Luxury Vacation Rental with a Private Pool in Key Largo, FL

Kampground Paradise W/kayaks, Heated Pool & Marina - Key Largo, FL
10 61 reviews
Key Largo, FL
08/28 – 08/31
$286/nighttotal: $858 (3 )

Kampground Paradise W/kayaks, Heated Pool & Marina

1 5
apartment, Key Largo
Located within the Key Largo Kampground, this apartment offers exclusive access to a heated swimming pool, marina, and private beaches, just steps from the sun and sea of the Florida Keys.
This apartment accommodates up to 5 guests and features a kitchen with a fridge, microwave, and dishwasher, plus ample parking for boats and RVs, ensuring a perfect hideaway for a relaxed Keys lifestyle.

Best Family-Friendly Vacation Rentals with Pools in Key Largo, FL

Among the 1573 accommodations in Key Largo, FL, here are the 8 best family friendly rentals

Kawama Yacht Club - 2 Bedrooms With A Private Ocean Front Beach - Key Largo, FL
9.8 145 reviews
Key Largo, FL
08/24 – 08/29
$295/nighttotal: $1475 (5 )

Kawama Yacht Club - 2 Bedrooms With A Private Ocean Front Beach

2 2
apartment, Key Largo
Directly across from John Pennekamp National Underwater Park, this Key Largo apartment is within the exclusive Kawama Yacht Club, offering direct access to a private oceanfront beach and a saltwater lagoon.
This family-friendly apartment with a pool sleeps up to four guests and features a kitchen with a fridge, microwave, and dishwasher, plus a balcony with lagoon views and proximity to extensive water activities.
Paradise Found- Scuba Divers-boat Owners Welcome-key Largo-kampground - Key Largo, FL
9.6 164 reviews
Key Largo, FL
07/27 – 08/01
$223/nighttotal: $1115 (5 )

Paradise Found- Scuba Divers-boat Owners Welcome-key Largo-kampground

1 3
apartment, Key Largo
Enjoy a Key Largo apartment with a heated swimming pool, conveniently located just 1.5 blocks from Publix and various shops and restaurants, and a short distance from John Pennekamp State Park.
This family-friendly apartment offers a spacious private patio with a grill, a fully stocked kitchen, and access to a boat ramp and beach areas, perfect for a relaxing getaway with up to six guests.
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball - Key Largo, FL
10 44 reviews
Key Largo, FL
09/19 – 09/27
$546/nighttotal: $4368 (8 )

Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

4 10
apartment, Key Largo
Perfectly situated in Rock Harbor, Key Largo, this oceanfront condo offers direct beach access and is just 1 mile from John Pennekamp Coral Reef State Park.
This family-friendly apartment boasts 2640 square feet of living space, sleeps up to 10 guests, and features a lagoon-style zero-entry swimming pool, the largest oceanfront pool in the Florida Keys, along with a private terrace and a full kitchen.
Casa Key Largo - Key Largo, FL
9.8 156 reviews
Key Largo, FL
08/28 – 08/31
$343/nighttotal: $1029 (3 )

Casa Key Largo

2 5
house, Key Largo
Just 500 feet from the ocean, this family-friendly house in Key Largo offers a tropical island experience with convenient access to local attractions and major day trip destinations within minutes.
This Key Largo house features a private swimming pool and accommodates up to 6 guests, boasting 2 bedrooms and 2 bathrooms, with amenities like a fridge, microwave, dishwasher, air conditioning, and a garden, plus complimentary parking for two cars and free boat trailer parking with a boat launch.
Free Golf Cart Free Kayaks Steps To Pool Pickleball - Key Largo, FL
9.6 162 reviews
Key Largo, FL
07/14 – 07/18
$743/nighttotal: $2972 (4 )

Free Golf Cart Free Kayaks Steps To Pool Pickleball

3 2
house, Key Largo
Located within the gated Kawama Yacht Club in Key Largo, this townhouse is just 0.2 miles from John Pennekamp Coral Reef State Park and steps from waterfront dining.
This family-friendly townhouse offers 1300 square feet of living space with 3 bedrooms accommodating up to 8 guests, featuring access to community amenities including tennis courts, a playground, BBQ areas, a sandy beach, and a swimming pool.
New! Casa Palma Oceanside -Golf Cart, 2 King Suites, Pool, Beach, Pickle, Kayaks - Key Largo, FL
9.8 286 reviews
Key Largo, FL
09/03 – 09/08
$702/nighttotal: $3510 (5 )

New! Casa Palma Oceanside -Golf Cart, 2 King Suites, Pool, Beach, Pickle, Kayaks

2 8
apartment, Key Largo
This oceanside villa is located in the city center of Key Largo, offering quick Atlantic Ocean access and is just 500 feet from Starbucks and close to John Pennekamp Coral Reef State Park.
This newly remodeled 1000 sq ft apartment features 2 bedrooms and 2 bathrooms, accommodating up to 8 guests, and boasts a private beach, saltwater swimming lagoon, multiple heated pools, and a complimentary golf cart for exploring the community.
Sunrise Retreat: Ocean & Pool Views, Gym, Pb Court - Key Largo, FL
9.8 63 reviews
Key Largo, FL
07/03 – 07/05
$1379/nighttotal: $2758 (2 )

Sunrise Retreat: Ocean & Pool Views, Gym, Pb Court

3 2
house, Key Largo
Directly on the oceanfront within the exclusive Mariner's Club gated community in Key Largo, this spacious townhome offers direct access to resort-style amenities.
This family-friendly house features three bedrooms, accommodates up to eight guests, and boasts two swimming pools, including a heated oceanfront Oasis Pool, alongside a jacuzzi and a state-of-the-art fitness center for an ideal pool getaway.
305 Kawama Tower - 2 Bedroom Condo Nicely Furnished, Comfy Beds - Key Largo, FL
9.8 99 reviews
Key Largo, FL
11/22 – 11/28
$408/nighttotal: $2448 (6 )

305 Kawama Tower - 2 Bedroom Condo Nicely Furnished, Comfy Beds

2 6
apartment, Key Largo
Located in Key Largo's Kawama Yacht Club, this 3rd-floor condo is just 1 mile from John Pennekamp Coral Reef State Park and offers direct access to a deep-water marina.
This 1300 sq ft, family-friendly apartment with 2 bedrooms and 2 bathrooms accommodates up to 6 guests and boasts an upgraded kitchen, private laundry, and an open-air balcony, all within an oceanfront complex with multiple heated swimming pools.

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Explore Our Top Pet-Friendly Vacation Rentals with a Pool in Key Largo, FL

Among the 1573 accommodations in Key Largo, FL, here are the 8 best pet friendly rentals

Spectacular Modern Key Largo Home - Key Largo, FL
9.2 88 reviews
Key Largo, FL
11/22 – 11/28
$328/nighttotal: $1968 (6 )

Spectacular Modern Key Largo Home

1 6
cabin, Key Largo
Located within the Calusa Campground community in Key Largo, this cabin offers easy walking access to a swimming pool, boat ramp, playground, and sports courts, with proximity to world-class fishing and boating opportunities.
This cozy tiny house accommodates up to 6 guests with a king bed, queen loft bed, and two twin sofa beds, featuring a full indoor kitchen, an outdoor BBQ area, and a spacious patio, perfect for a getaway with a pool.
Fun For All! Key Largo 3\/3 Townhome Oceanside Resort - Key Largo, FL
9.7 181 reviews
Key Largo, FL
11/22 – 11/28
$543/nighttotal: $3258 (6 )

Fun For All! Key Largo 3\/3 Townhome Oceanside Resort

3 6
resort, Key Largo
Directly bordering John Pennekamp Coral Reef State Park in Key Largo, this resort offers exclusive access within the gated Kawama Yacht Club, just 500 feet from Dolphins Plus.
This 3-bedroom, 3-bathroom resort townhome sleeps 8 and features two living rooms, a fully stocked kitchen, and smart TVs, along with on-site amenities including a saltwater lagoon, two heated swimming pools, and a private marina, making it an ideal Florida Keys getaway with a pool.
New Tiny Home-paddle Boards, Kayaks, Pool, Marina - Key Largo, FL
9.5 84 reviews
Key Largo, FL
07/03 – 07/05
$667/nighttotal: $1334 (2 )

New Tiny Home-paddle Boards, Kayaks, Pool, Marina

1 2
cabin, Key Largo
Located at Mile Marker 101.5 Oceanside in Key Largo Kampground & Marina, this cabin offers prime access, just a 7-minute drive from John Pennekamp Coral Reef State Park.
This cabin for 5 guests features a full-sized kitchen, a queen bed, and loft sleeping, plus complimentary kayaks and paddleboards, all with access to a swimming pool and two beach areas.
Las Olas - Key Largo, FL
10 1 review
Key Largo, FL
06/19 – 06/21
$1000/nighttotal: $2000 (2 )

Las Olas

1 2
apartment, Key Largo
This family-friendly apartment in Key Largo offers a unique lodging experience away from the central district, creating unforgettable memories for guests.
Enjoy a memorable vacation with your family and pets in this apartment featuring a swimming pool, a garden, and a fitness center, perfect for those seeking a special stay with a pool.
Brand New Beautiful And Modern Waterfront Home - Key Largo, FL
9.7 32 reviews
Key Largo, FL
11/22 – 11/28
$580/nighttotal: $3480 (6 )

Brand New Beautiful And Modern Waterfront Home

1 6
apartment, Key Largo
Enjoy a waterfront apartment in Key Largo, a gated community offering direct bay and beach access, complete with a lift for boats up to 20ft and storage for larger vessels, all within steps of a public boat ramp.
This family-friendly apartment accommodates up to six guests with two bedrooms, two bathrooms, and a memory foam sofa bed, and features extensive community amenities including hammocks, fire pits, and a swimming pool, perfect for a relaxing getaway.
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks - Key Largo, FL
9.8 44 reviews
Key Largo, FL
07/14 – 07/18
$620/nighttotal: $2480 (4 )

Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks

2 2
apartment, Key Largo
Directly adjacent to John Pennekamp Coral Reef State Park, this renovated two-bedroom, two-bathroom condo is located within the gated Kawama Yacht Club at MM 100 in Key Largo, offering walking distance to restaurants and Dolphins Plus.
This apartment features two heated swimming pools, a saltwater lagoon, and complimentary kayaks, providing excellent water sports access and a perfect getaway with a pool.
Overlooking Marina/ocean View & Free Golf Cart - Key Largo, FL
9.2 5 reviews
Key Largo, FL
09/03 – 09/08
$623/nighttotal: $3115 (5 )

Overlooking Marina/ocean View & Free Golf Cart

2 8
house, Key Largo
This Key Largo vacation home is located 4.7 miles from John Pennekamp State Park and 4.8 miles from Dolphin Cove, with Miami International Airport 58 miles away.
Enjoy this spacious 1300 sq ft house with a stunning pool overlooking the marina and ocean, offering direct access to a private beach and complimentary golf cart for exploring the area.
Marina Del Mar Resort And Marina - Key Largo, FL
8.2 3548 reviews
Key Largo, FL
06/19 – 06/21
$230/nighttotal: $460 (2 )

Marina Del Mar Resort And Marina

1 2
resort, Key Largo
Directly on a 75-slip marina in Key Largo, this resort offers immediate access to shopping, dining, and charter boats, with John Pennekamp Coral Reef State Park just a short boat trip away.
Enjoy a refreshing swim in the resort's swimming pool, perfect for unwinding after a day of fishing or exploring the nearby Marine Sanctuary, and take advantage of free WiFi and parking.
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