Vacation rentals with a pool in Vaca Key

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Vaca Key

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Marathon

5.0 out of 5 average rating, 17 reviews

Horizon

Horizon is a bright beautiful upscale home, custom designed to take full advantage of its unique ocean location. Every room, has a wide sliding glass door to oceanfront balconies. Every bedroom has a private bath. Pool with Spa, Observation Platform for those sunrises on open water, ping pong, corn toss, kayaks and paddle boards, multiple dining areas, WIFI, quality appliances, comfy cotton bedding, crib, high chair multiple TV's poolside loungers, rocking chairs & bird watching. ++++

Apr 5 – 12

ﺩ.ﺇ3,867 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 17 reviews

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautifully Brand New fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Jan 25 – Feb 1

ﺩ.ﺇ991 per night

Guest favorite

Guest suite in Marathon

4.98 out of 5 average rating, 186 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

Aug 4 – 11

ﺩ.ﺇ814 per night

Guest favorite

Condo in Key Colony Beach

4.96 out of 5 average rating, 171 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Nov 18 – 25

ﺩ.ﺇ1,376 per night

Guest favorite

Apartment in Marathon

5.0 out of 5 average rating, 8 reviews

Gated Oceanfront Heated Pool

Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located in the Florida Keys on Marathon. Condo #14 is located steps from both the largest private pool on the Island and the Atlantic Ocean! This luxurious retreat has one bedroom, two full bathrooms and accommodates up to four guests. As you enter the condo you are greeted with an open floor plan, a fully equipped kitchen, and full bath. Upstairs is the spacious master suite.

Dec 3 – 10

ﺩ.ﺇ868 per night

Superhost

Villa in Marathon

4.89 out of 5 average rating, 148 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Apr 15 – 22

ﺩ.ﺇ1,652 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 9 reviews

Oceanfront *PARADiSE* Amazing views, pool, dock

Welcome to your gorgeous newly built vacation home curated with your utmost enjoyment in mind. Stunning open water views of the Atlantic Ocean, FROM EVERY ROOM. 55 feet of dock space to dock boats up to 35 feet. Our new construction 4 bed/4.5 bath home features stunning ocean views from every room, a private pool, outdoor seating with outdoor grill in your private backyard paradise, 2 upper level balconies, and an expansive pool deck. Welcome to paradise! VACA-22-341

Mar 1 – 8

ﺩ.ﺇ3,762 per night

Guest favorite

Townhouse in Marathon

4.97 out of 5 average rating, 116 reviews

Boater’s Paradise 3br/2.5ba waterfront with slip!

Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun. NEW in 2021! Mattresses, bedding, towels, appliances, paint, grill, dinnerware.

Nov 6 – 13

ﺩ.ﺇ2,054 per night

Guest favorite

Home in Marathon

4.99 out of 5 average rating, 107 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Sep 14 – 21

ﺩ.ﺇ1,528 per night

Guest favorite

Home in Marathon

4.97 out of 5 average rating, 33 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

You don't come to the islands to stay in a town! Relax in our tropical paradise beach home away from the traffic and noise of US Hwy #1. The perfect location has now been turned into the perfect oasis. Special features include a gourmet kitchen, private pool surrounded by lush landscaping, private 300' pier/dock with a fish cleaning station. Our guests enjoy luxury bedding with quality linens, fluffy towels and bathrobes. Wireless internet service and cable tv.

Mar 29 – Apr 5

ﺩ.ﺇ2,275 per night

Superhost

Apartment in Marathon

4.86 out of 5 average rating, 94 reviews

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat leather sofa and a small dining table with 2 chairs. Private bathroom. Mini split ductless cooling AC. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Pricing include 12.5 % tax Efficiency has a 2 person maximum occupancy - no exceptions.

Jul 28 – Aug 4

ﺩ.ﺇ605 per night

Guest favorite

Home in Duck Key

5.0 out of 5 average rating, 32 reviews

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Nov 10 – 17

ﺩ.ﺇ2,119 per night