10 Best Beachfront Vrbo Vacation Rentals In Florida Keys, For Fun Water Activities - Updated 2022

vrbo florida keys beachfront

Situated between the Atlantic Ocean and the Gulf of Mexico, Florida Keys is a popular destination for fun water activities, like snorkeling, world-famous fishing spots, boating, scuba diving, and more. The beautiful island chain of Florida Keys with more than 800 islands, is boasting for its great average temperature on a daily basis, around 25 degrees C (77 degrees F). From fun activities with friends and family, to romantic getaways for a honeymoon, or even wedding ceremonies, Florida Keys has something exciting for every visitor. Pack your swimsuit, some sunscreen, and a pair of sunglasses, and then check our list of 10 beachfront Vrbo accommodations in Florida Keys, for a comfortable stay. Ready to take the trip? Check them out!

1. Beachfront townhouse with high-end amenities, free bikes, and sports gear (from USD 226)

Located in the beautiful Islamorada in Florida Keys, this cozy accommodation by the beach offers stunning sunset views, and plenty of high-end amenities. The perfect size for five people, it has a newly renovated bathroom with the shower head offering eight different massage options. It has a baby gate available for the tiny members of the group, and four cable TVs, high-speed internet, CD and DVD player, plenty of video games, books and more for the adults. Within walking distance to the Founders Park Complex, you can enjoy plenty of activities like a communal pool and tennis courts, while the accommodation is surrounded by several eateries. Smoking and pets are not allowed.

Amazing Islamorada Sunsets, 2 Sandy Beaches, Pier Fishing, Pool, WiFi, Cable
32 reviews  Wifi Available
townhome 6 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The beach/pier onsite was awesome
The beach/pier onsite was awesome
The shower upstairs is terrific and my husband commented on the comfort of the large king size bed in the master bedroom
The decor of the condo is tasteful and the kitchen living area are very comfortable
The kitchen is fully loaded (pots pans
The place is very clean
(4 adults and 2 toddlers)
The facilities & grounds are clean and very well maintained
Morada Bay Cafe have full moon parties on the full moon
The condo was very clean and spacious
Great home for our wedding excursion with mini vaca Jose
Owner was easy to work with and very helpful
They keep extra sun hats
deep see diving museums ecotours kayaking
the owner was very accommodating
The location is ideal just a short drive to the supermarket and great restaurants
you get plenty of time to get out of their way
The condo is located in a secure gated community
We enjoyed exploring off the main roads found lovely little places
There are some really good restaurants in the area
Read more reviews

2. Oceanfront villa with private boat slip (from USD 465)

In perfect size for up to six people, Sandbar Bungalow Villa at Anglers Reef offers a home away from home. Composed with minimal style, yet cozy feeling, it has a communal pool with endless view to the Atlantic Ocean, and a private beach. Set in a gated community for safety, it offers free parking and internet, washer and dryer for your clothes, TVs, a fully equipped kitchen, board games, iPod player, and many more amenities for your convenience.

Welcome to Paradise "Sandbar Bungalow Villa" @ Anglers Reef
112 reviews  Wifi Available
townhome 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Every room was spacious and comfortable
Also the TV in the living room needs to be replaced with a much larger screen
The photos are true to life
The lighting is poor in there in the evening
Everything about this cottage was first-rate
It was very clean and spacious
The house was clean and adequately furnished
The washer and dryer was very convenient and the beds were comfortable
The house was comfortable with good beds and it was clean
We found we were centrally located to visit multiple attractions to the north and south
Eddie was available for any questions or concerns
The owner accommodated our early arrival request which was a great help
the property manager is exceptional and was very responsive and even for questions we would have found out once we arrived
Great location wonderful property with all the amenities
so you rarely heard any traffic sounds
just a drive away for a day trip Plenty of restaurants nearby
The community where Sandbar Bungalow is located in is truly lovely and special
my second stay and plan to book another Thank you to the Paradise Property owners for keeping this location very clean
A nice ritual was walking to the community beach (3 minute walk) and watching sunset Happy to recommend a stay in this lovely house
The property is in a very central location and a very clean place to stay
Read more reviews

3. Lovely beach house with stunning ocean views, suitable for parties (from USD 400)

Boasting for its beautiful ocean views, this accommodation has a maximum capacity of six guests, while pets and smoking are not allowed. Lounge on your private hammock, enjoy yourself around the communal pool, or explore the nearby restaurants. Bathrooms with marble counters, a gourmet kitchen, an array of safety features, parking, internet, and all the bed and bath essentials, are available for your use. It’s a wheelchair inaccessible accommodation.

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
151 reviews  Wifi Available
House 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Great smaller pool that it only up to 4 4
then the quiet pool and water front area allows that
A bonus was that you could see a bit of the beautiful Keys Sunset from the third floor balcony
and it came with everything needed And even a key lime pie
it makes the stay that much more pleasant
The house clean and comfy
We visited in late January early February and had the most awesome stay
Everything was available and well maintained
Nice pool with a great view and a friendly relaxed atmosphere by others staying in the community
The property was spotless and had all that we needed
The owner is prompt and takes great care of this property
Cudjoe nay is pretty but shallow Close to Key West and not far from other things
but it's an easy launch location
It is about a 30 minute drive to Old Town of Key West
We hung out at The Boondocks Bar and Grill
Our Niece and Nephew are now new Fans of the area and will be returning again Thank You
Read more reviews

4. Luxurious house overlooking the ocean, with heated pool (from USD 498)

Ideal for families of six members, this well-appointed beach house offers charming views of the green and blue ocean, as well as majestic sunset views. One of the master bedrooms has its own hot tub, while the rest are fitted with walk-in showers. Children amenities, walk-in closets, beach equipment and toys, bicycles with helmets, kayaks, fishing poles, and covered parking for two vehicles, are also available.

Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, FirePit, Kayaks, Bikes
114 reviews  Wifi Available
House 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
It is also immaculate comfortable
Kitchen utensils comfortable furniture
quiet full of amenities
- you need nothing else
comfortable chairs -everywhere-bathroom supplies bikes
Very nice and clean place
The unit had everything we needed and more
Three sisters and two brother in laws Place was clean and cozy and all guests were nice
Rick is a responsive and communicative host - loved working with him
Rick was available to answer any questions we had and was a great host
The owner was so responsive and personable
Stay was great and we have great fishing experiences and beautiful sunsets
The furnishings are quality and comfortable which made for a very welcoming home Kayaks fishing poles
Many wonderful restaurants were nearby and less than 30 minutes away from Key West
is in a great location and American Shoals Lighthouse and Looe Key are easily accessible from the dock at Sunrise Beach
Quite area but close to Key West
What a great property in a great location
The house is about 20 minutes from Key West which we went to numerous times for dinner and sunsets Fort Zachary Taylor state park
Read more reviews

5. Luxurious house within walking distance from the beach (from USD 450)

Last but definitely not least, this Vrbo in Florida Keys offers breathtaking open water views, and a comfortable accommodation for up to 10 guests at a time. Your pets are welcome to follow you, and they can play their heart out in the fenced backyard, without an additional fee. Nearby visiting points include a golf court, fitness center, fishing spots, water-skiing, shopping, cinema, and restaurants. Hot tub, air conditioning, internet, and a well-equipped kitchen, are also available.

Bayfront Home with Beach & Open Water Views! Amazing Sunsets!
78 reviews  Wifi Available
House 10 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
No more than 3 couples can be here comfortably
The only reason I gave 4 stars is because we felt that is could use few touch ups
It was an easy walk to the boat and was very private with great parking too
We did not miss a thing during our stay
Great view loved the little beach with the kayaks and the fishing jetty
John did a great job of answering texts and greeting us when we arrived
We saw so many amazing animals and sea life
John was friendly and helpful and went above and beyond multiple times for us to make sure we were accommodated
We really liked having the kayaks and paddleboards
I have already shared the property with a friend to book a vacation
The spot is close to shopping and restaurants but still very quiet
so we could kayak to the location and walk to a number of places around town
We had a GREAT time in the Bay House and the Banana Cabana
The locals are very friendly
but it wasn't just good but FANTASTIC
Read more reviews

6. Charming beachfront house, suitable for long-term renters (from USD 460)

Carefully curated to resemble the feeling of a traditional beach house, The Henry Flagler Vrbo in Florida Keys is the ultimate beach retreat for family and friends who want to relax and unwind. Free WiFi for you to capture Instagram-worthy shots of the ocean, cable TV for indoor entertainment, kayak for water fun activities, and all the essential amenities of a home are provided. Long-term renters are welcome.

Oceanfront Duplex with Spectacular Views, Beach, & Dock
45 reviews
House 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
Two bedroom/one bathroom with stocked full kitchen and comfortable living room with satellite TV King bed in master was comfortable
we came to find out
but we expected a little more for the price we paid
The kitchen had updated appliances
Shared laundry room with the other side of duplex
The house was just as pictured and beautifully decorated
The 2 bedroom was spacious clean and well stocked with towels and linens
(we didn't use)
(I used a dish towel) outside gas grill was left dirty (with food still on) from previous renter
The only hiccup was the sink faucet
The house was perfect for all of us and the beach was gorgeous
Throwing some food on the grill sipping cocktails all while the kids run around on the beach was a typical day
We had a good time overall on our vacation however we did have a couple issues with the henry flagler
We loved the beach access and the privacy and had a great weekend here Most likely going to book it again for another three day weekend
There are some parks/beaches near by within a short driving distance
Beautiful view walk right out to ocean quiet area
All else is a short drive away
huts need good repair - beach needs some cleaning(plastic bottles on the shore)- not vacasa's issue but at&t cell connection always breaks
Loved that it is quiet walk right out to the beach into the ocean
Read more reviews

7. Luxurious three-story townhouse with grotto spa

Recently refreshed in terms of both style and convenience, this luxurious three-story villa is the perfect resort for a group of maximum 10 people to sit back, and recharge their batteries. It has two heated communal pools, hot tub in the garden, and a grotto spa with waterfall. Shared gym, WiFi free of charge, safety features including smoke detectors, and a spacious kitchen with all the needed appliances and utensils, are provided as well. No pets, parties, or smoking are allowed.

4 bedroom 4 bath with Captain`s quarters! 607 Mariners Club Key Largo
29 reviews
townhome 10 Guests 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
Only complaint is the fan is noisy in the master bedroom
The layout is nice an open with large rooms
The resort was lovely and the amenities were great
It was very spacious and we could spread out and have our own space lovely home
The pool was wonderful and relaxing never over crowded even on a holiday week
perfect multiple bedrooms and bathrooms were
The house was very clean well maintained and perfect for our stay
The property is just beautiful with space for everyone Everything was sparkling clean
Property and unit were very nice
bright and clean extras like beach towels plentiful and pretty Loved the first floor suite and convenient washer/dryer Lagoon pool is remarkably large and perfect for all Local restaurants offe...
friendly people and amazing condo
Barefeet rental was very accommodating during the entire process
Wonderful pool for all ages
You will love it and everyone around there
Condo was awesome Tons of room Super close to pool
Beautiful setting Close to many restaurants and attractions
The location was perfect close to restaurants stores and attractions
Clean lots of space beautiful pool
(May not be aware of)
Read more reviews

8. Luxurious beach house with spectacular ocean view

This beautiful Vrbo in Florida Keys looks like it popped out of the pages of a magazine. Meticulously curated to accommodate both style and convenience, it can sleep up to five guests. It has two bedrooms, and two bathrooms, a kitchen, and common living areas, all decorated with a beach theme, with blue and white accents. Lounge next to the communal swimming pool, relax in the hot tub, or throw something on the outdoor grill for a night of deliciousness and fun. WiFi, TV, heating and air conditioning, towels and linens, washer and dryer, iron facilities and a well-appointed kitchen are available as well. It’s a wheelchair inaccessible house.

Ocean breezes, palm trees, private beach
7 reviews
House 5 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The unobstructed ocean view is breathtaking
The kitchen is perfectly equipped
Home has large rooms that are very open and comfortable
Most neighbors have an awning or umbrella 6)
The home is very spacious
Overall the property is exactly as pictured Beautiful views right on the water and generally spacious
Ken was wonderful to work with & very accommodating
But the home has thick shag wall to wall to carpeting
they start with water aerobics every morning and blast the same Best Of Big Band and Oldies albums all day
The home was well stocked
We couldn't wait to get out of bed in the mornings for those amazing early morning sunrises
(none are that bad
Everything is conveniently located nearby
The owner has a great patio and a new gas grill for evening dinners
And if you don't there are many great restaurants and shops Perfect for bicycling
At low tide it's a completely safe paddle to the islands since the water depth is less than four feet
Read more reviews

9. Spacious home within breathing distance from the ocean, ideal for large groups

Suitable for 10 persons, this bay front Vrbo in Florida Keys is close to several fine restaurants, as well as key locations like the Coral Reef State Park, the first undersea park in America. Also, Miami is about 45 minutes away by driving, while within walking distance you can reach various world-class fishing and diving spots. Internet, linens and towels, dining area, patio, bicycles, and water sports gear, are also provided. Pets, smoking, and parties are strictly not allowed, and it’s a wheelchair inaccessible accommodation.

PARADISE FOUND - Key Largo Waterfront Home w/ Four Bedrooms!
18 reviews
House 10 Guests 4 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The balcony overlooks the water
The other reviews already mentioned the enormous master bedroom and bathroom and the nice large kitchen
and there was plenty of room for all
The house has an open space concept on the first floor which makes it great because even if you are cooking in the kitchen you can be talking to the people in the living room and even the porch
The master suite was FABULOUS
(Do the 4 1/2 hour trip and try and do the early snorkeling trips because there are less people)
The backyard was great also as it offers a good amount of seating for "outside dining" which was great because we came back each day with fresh fish and lobsters
The house comes with everything we were looking for and the beds were a lot more comfortable than what you would find in most hotels
The owner was fabulous to work with easy to contact with questions and more than willing to accommodate unforeseen circumstances
They answered our questions phone calls and emails very quickly and set us up for a fantastic getaway All-in-all I can't wait to go back and look forward to many family vacations as well as Fis...
Paul and James always returned our calls and emails promptly and checked in to make sure we didn't have any questions
so those with difficulty beware
The owner was very helpful and was available anytime I had a question
plus there's a Publix across the road from the neighborhood
The location was also excellent with all the activities at John Pennekamp Park minutes away a near-by grocery store and many fun restaurants within a short drive
The house is only a mile south of Pennekamp State Park and 40 minutes from the Everglades
Great central location on Key Largo as well
The property is located close to grocery stores and just about an activity you want to do
Read more reviews

10. Stylish waterfront villa with free water sports equipment

Near to fishing charters and various water activities like scuba diving and snorkeling, this Vrbo in Florida Keys is perfect for adventure seekers. Benefit from the provided kayak, the reef board for snorkeling, life jackets, and a stand-up paddleboard, for a fun day in the water, with family and friends. Bed and bath essentials, parking, WiFi, and a fully equipped kitchen for you to prepare delicious meals, are available as well. Parties, pets, and smoking, are not allowed.

Waterfront Island Villa with Balconies, Aquamarine Ocean Views, Kayak & SUP
Marathon, FL, US
49 reviews
villa 6 Guests 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the Wi-Fi refrigerator and the toilet upstairs
I notified the manager but nothing was done
The description online was not accurate at all
It was difficult for two of our group using that room
we're nice although it was a little cool to use
The condo was clean and stocked with just bare bones "basics"
The vacation rental was very clean
The property was very clean and the check in process was very easy
I was very dissatisfied with the condition of the vacation rental
In order to utilize the washer and dryer I had to fold the towels left in the dryer
Actually gave us the bums rush
Upon arrival we quickly noticed ants all over both porches and in the grass
We also had problems with the TVs
Easy rental attentive management
I was more than happy with the location
It is within walking distance
We liked the location of the property Really enjoyed the kayak and paddle board
The rocks were very slippery and made it very hard to get in
It shows the unit having a sandy beach access located behind it and it has grass
You can walk all the way down the end of the last building and there is a small sandy area
Read more reviews

See you in Florida Keys!

Confucius said: “Wherever you go, go with all your heart,” and Florida Keys is definitely a place that deserves your love! Choose your travel companion, turn your vacation mood on, put your sunglasses on, and choose one of our beautiful Vrbos in Florida Keys, as a shelter for your adventurous days. See you at the beach!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Sincere, friendly, curious, creative, ambitious, lifelong learner. Love to write, read, capture and eat.

 Want to contribute as a Local Expert?
Explore Florida Keys
Good things are meant to be shared!