Summerland Cove, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Summerland Cove, Florida on RentalSaver.com!

Summerland Cove Rentals

From $336 per night (USD)
VRBO
Beautiful Lagoon view on canal pool home Summerland
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Home has high vaulted ceiling and 30 feet of sliding glass windows which over looks the canal, lagoon and ocean. On quie ...
From $336 per night (USD)
VRBO
From $726 per night (USD)
VRBO
Open Water ~ Pool Home in Summerland Key
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Prime Oceanfront Tropical Gem & The Ultimate in Luxury Waterfront Living! Florida Keys luxury deep water oceanfront pool ...
From $726 per night (USD)
VRBO
$Solstice Seaside Waterfront House w\/Pool & Spectacular Ocean Views\/Min 28 Nights$
From $499 per night (USD)
VRBO
Solstice Seaside Waterfront House w\/Pool & Spectacular Ocean Views\/Min 28 Nights
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful home on the oceanside of Summerland Key on a protected deep water canal one lot in from the ocean. 45' seawal ...
From $499 per night (USD)
VRBO
From $977 per night (USD)
VRBO
WEEKLY Oceanfront Home-Pool, Dock-Available Weekly or Monthly.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Large oceanfront home with breathtaking open water views! Seaclusion is a unique 3,000 square foot custom built home set ...
From $977 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Kelly's Kabin - Adorable Private Summerland Key Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Kelly's Kabin is a recently renovated property freshly painted in tropical blues. It's a private home without neighbors ...
From $605 per night (USD)
VRBO
$September Special Rate! Book Now at this canal front pool home\n\n$
From $355 per night (USD)
VRBO
September Special Rate! Book Now at this canal front pool home\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Atlantic Chateau, is a beautiful 3 bedroom 2 bath house on Cruikshank Island. Cruikshank Island is a peaceful private is ...
From $355 per night (USD)
VRBO
$Relaxing 2\/2 Get Away in the Lower Keys!$
From $334 per night (USD)
VRBO
Relaxing 2\/2 Get Away in the Lower Keys!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Spacious Canal Front Home with Fast WiFi, Central AC, & Private Hot Tub Chill at a spacious and recent ...
From $334 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Views Views! Direct Oceanfront, Beautiful Inside!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
View, views, views! Totally beautiful modern home has a very large balcony which provides an opportunity for endless d ...
From $297 per night (USD)
VRBO
$Deep\/Wide\/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise$
From $240 per night (USD)
VRBO
Deep\/Wide\/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Amazing canal front 3 bed 3 bath open concept house located in prestigious community of Summerland Key Cove. It is the ...
From $240 per night (USD)
VRBO
From $1328 per night (USD)
Expedia
One of the very few beach houses with a daily, rental license in the Keys.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This is a newly remodeled four bedrooms elegant house. The property has its own private beach located in the heart of Su ...
From $1328 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Canal Front (Deep Water) Tropical Villa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Custom designed Tropical Keys Home located on one of the nicest flow through deep water canals leading to the ocean in ...
From $189 per night (USD)
VRBO
From $697 per night (USD)
VRBO
Mariners Cove - The Kraken House
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Mariner's Cove is a private island oasis. Featuring 5 large guest rooms, 3 full bathrooms and 2 1/2 bathrooms, Gourmet C ...
From $697 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Relax at the flying hogfish
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on beautiful Summerland Key, this is the perfect vacation home for any family. Just 20 minutes from Key West an ...
From $233 per night (USD)
VRBO
From $823 per night (USD)
Expedia
Newly Renovated Ocean Estate- Relax and enjoy this magnifecent
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Magnificent Ocean Front Estate! Enjoy breathtaking views of the ocean from the large screened in porch. Prepare freshly ...
From $823 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Florida keys Waterfront,Forever Summer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
MINIMUM STAY OF 28 DAYS REQUIERED BY THE COUNTY.Booking from the 1st of the month. Waterfront house with heated pool. Lo ...
From $411 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Oceanfront Sunsets in the Florida Keys
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
FOLSOM'S FOLLY... Summerland Key, Florida Interesting architecture with breezy views of the water. All rooms beautiful ...
From $469 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Summerland Cove Paradise Waterfront Deep Water Canal
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bed 2 bath Florida Keys home. In need of a serene getaway with the ocean at arms reach? This 3 bedroom, 2 bathroom hom ...
From $179 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Ocean Front Modern Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This luxurious cozy and comfortable, three-story home, overlooks the blue Atlantic, punctuated by small tropical islands ...
From $517 per night (USD)
Expedia
$Summerland Canal-Front Escape w\/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry$
From $180 per night (USD)
VRBO
Summerland Canal-Front Escape w\/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summerland Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $180 per night (USD)
VRBO
$Canalfront house with private pool, WiFi, private washer\/dryer, and central AC$
From $321 per night (USD)
Expedia
Canalfront house with private pool, WiFi, private washer\/dryer, and central AC
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Skyway Living Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $321 per night (USD)
Expedia
Click For Pricing
VRBO
Key house on canal 5-minutes to ocean with 75’ of dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This rustic home offers open beamed ceilings and peek-a-boo views of the ocean from the top living area. Complete with 7 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Anchors Aweigh: Amazing Oceanfront Views, Dock, Pool, Tiki, Space for Multiple Families, Dogs OK!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to "Anchors Aweigh," your passport to the ultimate oceanfront retreat on the tranquil shores of Summerland Key. ...
Click For Pricing
Expedia
From $241 per night (USD)
VRBO
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Star Fish Cottage is a one bedroom unit that includes a Queen-sized bed and TV in the bedroom, a full kitchen, bath ...
From $241 per night (USD)
VRBO
$REEL ESCAPE - 4 Bedroom \/ 2 Bathroom w\/ Pool & Deep Water Access$
From $507 per night (USD)
Expedia
REEL ESCAPE - 4 Bedroom \/ 2 Bathroom w\/ Pool & Deep Water Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Impeccably designed and maintained canal front home in Summerland Cove with a Pool! This fully fenced and gated para ...
From $507 per night (USD)
Expedia
From $242 per night (USD)
VRBO
LIVING IN BEAUTIFUL PARADISE
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the view from the large porch overlooking a deep, wide, crystal blue, clear canal with quick boating access to bot ...
From $242 per night (USD)
VRBO
From $890 per night (USD)
Expedia
Summerland Breeze - Three house retreat, perfect for multiple families
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property ...
From $890 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Blue Pearl of Summerland Key 4 Bedrooms, 3 Baths with Dock, Heated Pool and Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this Florida Keys gem, The Blue Pearl. The Blue Pearl is a beautiful, updated waterfront home with pool in a ...
From $639 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Oceanfront house private beach & protected canal dockage for up to 36' boat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Key-ver beach house is an oceanfront vacation rental in the world-famous Florida Keys on the southern end of Summerl ...
From $293 per night (USD)
VRBO
From $1115 per night (USD)
VRBO
Luxurious, Private, Oceanfront, Gated Home
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Stunning 1 acre oceanfront gated estate with lush landscaping, beach and extreme privacy due to the adjacent wildlife re ...
From $1115 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Beautiful Oceanfront Villa with Pool and near Key West, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Make some memories at this unique and family-friendly place. Beautiful, custom designed concrete waterfront pool home wi ...
From $621 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Summerland Key Oceanfront
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our longtime winter tenant who has rented our house from November through April for the last 7 years has bought his own ...
From $349 per night (USD)
VRBO
$Love Shack | Charming 2 bed\/1 bath cottage on Summerland Key$
From $161 per night (USD)
Expedia
Love Shack | Charming 2 bed\/1 bath cottage on Summerland Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
While not directly waterfront, this retreat boasts convenient access to a nearby boat ramp, making it ideal for boating ...
From $161 per night (USD)
Expedia
$Paradise Views: Oceanfront\/Boating$
From $795 per night (USD)
VRBO
Paradise Views: Oceanfront\/Boating
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy one of Florida's most tranquil oceanfront settings. A romantic interlude and tropical adventure where absolutely e ...
From $795 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Tropical Island Sanctuary
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our beautiful tropical island retreat! Enjoy all the the splendor the lower Keys have to offer from our home ...
From $182 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Peaceful ocean front cottage.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This classic keys cottage is tucked among the palm trees on the open water of Niles Channel. Enjoy the breath taking sun ...
From $278 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to 'Lake It Easy' – Your Canal Front Oasis on Summerland Key! Indulge in the laid-back Florida Keys lifestyle in ...
From $212 per night (USD)
Expedia
From $253 per night (USD)
VRBO
PALM COTTAGE
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Palm Cottage is a standalone unit which is next to the pool and near the outdoor shower. It has been recently reno ...
From $253 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Mad Mahi Canal with pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This Summerland Key home is perfect for the avid fisherman. Deep Water Canal with easy access to both the Gulf and Atl ...
From $515 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Ocean View Splendor on Summerland Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy the beautiful waterfront elevated home in the Florida Keys overlooking the Atlantic Ocean. Relax in the screened ...
From $294 per night (USD)
VRBO
From $1030 per night (USD)
VRBO
~Reel Em' Inn~ Luxury Oceanfront Summerland Key home with deep water and pool!
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Completely remodeled, high-end Summerland Key home! Meticulously designed vacation property with exquisite furnishings t ...
From $1030 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Open water pool home 25miles from Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax by the pool with heater/chiller, jets and sundeck. Over 100' of seawall on deep water. Kayaks on-site. Second flo ...
From $460 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Emerald Seas - Florida Keys Ocean Front Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal ...
From $748 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Florida Keys Paradise!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Looking for the ultimate vacation experience? Our vacation home has everything you need to relax and have fun. We are lo ...
From $352 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Summerland Cove..MM25 Summerland Key, Fl..Canal front-one street from open water
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Newly renovated 2 bedroom, 2.5 bath canal front home with pool in quite, safe neighborhood 25 miles from Key West. House ...
From $292 per night (USD)
Expedia
From $430 per night (USD)
VRBO
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCK
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Ocean Breeze is the largest of our 5 cottages at 1500 square feet. It's perfect for your family vacation, sleeping 7 pe ...
From $430 per night (USD)
VRBO
From $201 per night (USD)
Expedia
SEA SHELL COTTAGE UNIT #2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Sea Shell Cottage UNIT #2 has efficiency kitchen with refrigerator, sink, microwave oven and toaster oven. The main ...
From $201 per night (USD)
Expedia
From $223 per night (USD)
VRBO
FLAMINGO COTTAGE UNIT #1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Flamingo Cottage is a studio unit that includes a Queen-sized bed in the bedroom area, a full kitchen, bathroom with ...
From $223 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Summerland Cottage- Our Little Piece of Paradise with an Old School Key Vibe!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
** Phone Meeting Required before booking approval!! Host Missy Proctor (561) 667-0160 *** Don't forget to check the VR ...
From $262 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Come relax at Sandy Bottom Beach Cottage!!!!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautiful Summerland Key!! Two houses from the Atlantic Ocean. Enjoy boating, kayaking, swimming in the 28' x 9' swim s ...
From $520 per night (USD)
VRBO
$Relaxing 2\/2 Get Away in the Lower Keys! by RedAwning$
From $302 per night (USD)
Expedia
Relaxing 2\/2 Get Away in the Lower Keys! by RedAwning
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious Canal Front Home with Fast WiFi, Central AC, & Private Hot Tub Chill at a spacious and recently renovated hom ...
From $302 per night (USD)
Expedia
From $666 per night (USD)
VRBO
Beach Bliss, Oceanfront with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beach Bliss has everything you need for a spectacular vacation. The views inside and outside the home are mesmerizing. T ...
From $666 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Large 5 Bedroom Canal Home in Summerland Key, FL with Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Welcome to Palm Mansion! This large family home with 5 bedrooms and 3 full baths is located on a wide, deep canal suited ...
From $378 per night (USD)
Expedia
$Super Nice 2 BR Canal Home in Summerland w\/ Great Boating Access & Private Pool!$
From $337 per night (USD)
VRBO
Super Nice 2 BR Canal Home in Summerland w\/ Great Boating Access & Private Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Summerland Key House! This amazing 2 bedroom home on Summerland Key is a perfect Keys vacation home! It has e ...
From $337 per night (USD)
VRBO
From $549 per night (USD)
VRBO
Windswept Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our newly renovated 3 bedroom, 3 bathroom home with stunning open water views! This modern home is perfect fo ...
From $549 per night (USD)
VRBO
From $605 per night (USD)
VRBO
3 Bedroom 3 Bath Pool Home with Gorgeous Atlantic Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to the Prestigious neighborhood of Summerland Key Isles!! This gorgeous 3 bedroom 3 bath property has one of the ...
From $605 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Beautiful 3 bed 2 bath deep water canal front home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom 2 bath canal front home on Summerland Key. This home features deep water dockage, great access to th ...
From $269 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Fishing, boating, lobstering from your backyard! Gorgeous Views & Super Private
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
**NEW TO VRBO & AIRBNB** Thank you for checking out the Key Lime Cottage - a cottage by no means!! This will be your Fl ...
From $211 per night (USD)
VRBO
From $460 per night (USD)
Expedia
PEACEFUL PARADISE DEEP WATER CANAL 5 MINUTES TO OCEAN Fishing and Lobster season
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location Location Location! Welcome to our very special community Summerland Key. WSummerland is one of the best fish ...
From $460 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Summerland Key House Open Air Living
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summerland Key House is all about open air living. Cypress plank cathedral ceilings extend through the bedrooms, bathro ...
From $313 per night (USD)
VRBO
$Waterfront home with boat\/canal access, screened lanai, & renovated interior$
Click For Pricing
Expedia
Waterfront home with boat\/canal access, screened lanai, & renovated interior
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Endless Summerland Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
Expedia
From $479 per night (USD)
VRBO
Location Location! Beautiful views from every angle. Summerland Cove rare point
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
If you’re looking for a coastal experience with a modern peaceful clean stay this home is for you. Stay comfortably in S ...
From $479 per night (USD)
VRBO
$2bed\/2bath Summerland Key Canal front perfection with pool$
From $482 per night (USD)
VRBO
2bed\/2bath Summerland Key Canal front perfection with pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your ultimate Florida Keys escape! Nestled in the heart of Summerland Key Airport, this contemporary 2-bedroo ...
From $482 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience the ultimate in waterfront luxury at Caribbean Cabana, where every moment is a postcard-perfect memory waitin ...
From $337 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Truly sitting right on the ocean. Ocean's Edge has forever ocean views.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Don’t be fooled by canal front listings. Lose yourself in the ever changing beauty of the Atlantic Ocean in this charmin ...
From $401 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Latitude Adjustment, Stunning 3-bedroom, 2-bathroom canal-front property
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream vacation home in the heart of Lower Florida Keys! This stunning 3-bedroom, 2-bathroom canal-front ...
From $297 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Casa Morado - Bring your boat
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This 3 bedroom 1 bath home is located on Summerland Key Cove. This ground floor home is handicap accessible. Bring your ...
From $221 per night (USD)
VRBO
From $773 per night (USD)
VRBO
The Roost in Summerland Cove Isles
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The Roost in Summerland Cove Isles affectionately know as 'The Castle' is truly a gem nestled in a highly desirable neig ...
From $773 per night (USD)
VRBO
From $549 per night (USD)
Expedia
**AZURE DAYDREAM @ SUMMERLAND KEY** Waterfront Home + LAST KEY SERVICES…
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! AZURE DAYDREA ...
From $549 per night (USD)
Expedia
$3\/2 on the Water in Paradise Monthly Rental 28 Day min.$
From $295 per night (USD)
VRBO
3\/2 on the Water in Paradise Monthly Rental 28 Day min.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wonderful, open concept, 3/2 stilt, canal front home in Summerland Key. On the beautiful, blue/green flow through canal ...
From $295 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Spacious 3-Bedroom, 2-Bath Canal Front Home on Summerland Key Airstrip
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Discover the ultimate getaway in this inviting 3-bedroom, 2-bath home, perfectly situated on Summerland Key. Ideal for f ...
From $336 per night (USD)
VRBO

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Results: 70 Rentals