Oceanfront vacation rentals at Middle Keys, FL

We found 43 vacation rentals waiting for you.

Wake up to the sand and surf

Claim your spot on the coast. With windows overlooking the waves, private balconies to watch the sunset, and amenities like pools and hot tubs, these Vacasa vacation homes at Middle Keys, FL will change the way you sea.

Top-rated oceanfront rentals at Middle Keys, FL

Our guests have spoken. Explore their favorite vacation homes on the shore. Take your pick from stunning ocean views to direct beach access, with waves practically at your doorstep.

Blue Water Cottage Villa 5110
2 Bed | 1.5 Bath | Sleeps 6

Blue Water Cottage Villa 5110 - Duck Key, FL

From $270
(excludes fees and taxes)
4.5 (2)
Harbor Hideaway Villa 7066
4 Bed | 3 Bath | Sleeps 8

Harbor Hideaway Villa 7066 - Duck Key, FL

From $474
(excludes fees and taxes)
4.71 (14)
Palm Breeze - Villa 5030
2 Bed | 1.5 Bath | Sleeps 6

Palm Breeze - Villa 5030 - Duck Key, FL

From $406
(excludes fees and taxes)
3.96 (116)
Bayfront Sunset Oasis
4 Bed | 2.5 Bath | Sleeps 10

Bayfront Sunset Oasis - Marathon, FL

From $1,102
(excludes fees and taxes)
4.85 (84)

Explore All Oceanfront Vacation Rentals

Recent guest reviews

Great location with boat access. Home was clean and everything you needed was there.
Arlyn R. | Jul 2025
Very nice expecting everything for family and children good place to stay owner and manager very good kids can fishing canal very nice the canal for boat very nice is a wonderful place to stay I recommend to anyone my next vacation I want to go again
Tania P. | Jul 2025
If you’re looking for the perfect spot to stay in the Keys, this is it! Tucked in some tropical trees and secluded it is the perfect spot with plenty of room. Accessible to beaches, Key west, anything you want to do!! Highly recommend this place!
Robert K. | Jul 2025
Beautiful layout for families with pets.
Yvette P. | Jul 2025
Best pricing

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3D virtual tours

Know exactly what you’re booking—no surprises.

24/7 guest service

Count on care—just a call, text, or email away.

Expert cleaning

Arrive to a spotless home with fresh linens.

FAQ

Yes, our oceanfront rentals offer direct beach access and are located just steps from the water.

Beach chairs, umbrellas, and other beach gear are often provided at many of our oceanfront vacation rentals. However, they are not a standard amenity across all oceanfront homes. We recommend reading the listing description thoroughly and looking at the home's list of amenities.

Many of our oceanfront vacation homes and condos include a private balcony or deck with stunning ocean views, along with water views from many of the rooms. Although that is not standard among all oceanfront rentals. We recommend looking at all the photos and taking a property’s 3D tour to make sure the property offers the amenities you’d like.

Some oceanfront rentals, especially those located on popular beaches, may include an outdoor shower or designated area to rinse off sand. This is not a standard feature across all rentals, but is more common in properties where guests participate in beach and water activities. We recommend reading the listing description thoroughly and looking at the home's list of amenities.

More ways to stay at Middle Keys, FL

Dog-friendly
Hot tub
Internet
Pool
Electric vehicle charger
Ocean view
Sound view
Soundfront

Nearby destinations

Gulf Coast
Florida's Atlantic Coast
South Florida
Southeast Florida
Florida Keys
Everglades National Park
Lower Keys, FL
Coco Plum Beach - Marathon
USA > Florida > Middle Keys, FL > Oceanfront

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