Summerland Cove Rentals
From $389 per night (USD)VRBO
Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
- 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 $389 per night (USD)VRBO
From $679 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 $679 per night (USD)VRBO
From $404 per night (USD)VRBO
Peaceful ocean front cottage.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This classic keys cottage is tucked among the palm trees on the open water of Niles Channel. Enjoy the breath taking sun ...
From $404 per night (USD)VRBO
From $188 per night (USD)Expedia
Ground Level Home With Deepwater Canal And 30' Of Dock Space
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing canal front 3 bed conch style house located in prestigious community of Summerland Key Cove. It is the first can ...
From $188 per night (USD)Expedia
From $186 per night (USD)VRBO
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $186 per night (USD)VRBO
From $355 per night (USD)Expedia
PALM COTTAGE - Sleeps 4 summer fun ..lobster season.
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $355 per night (USD)Expedia
From $549 per night (USD)VRBO
Mad Mahi Canal with pool.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
- Bedrooms:
- 3
- 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 $549 per night (USD)VRBO
From $1177 per night (USD)VRBO
~Reel Em' Inn~ Luxury Oceanfront Summerland Key home with deep water and pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Completely remodeled, high-end Summerland Key home! Meticulously designed vacation property with exquisite furnishings t ...
From $1177 per night (USD)VRBO
From $526 per night (USD)VRBO
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 $526 per night (USD)VRBO
From $332 per night (USD)VRBO
Florida Keys Paradise!
- Bedrooms:
- 3
- 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 $332 per night (USD)VRBO
From $309 per night (USD)VRBO
Summerland Cove..MM25 Summerland Key, Fl..Canal front-one street from open water
- Bedrooms:
- 2
- 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 $309 per night (USD)VRBO
From $590 per night (USD)Expedia
Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season.
- 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 $590 per night (USD)Expedia
From $270 per night (USD)VRBO
SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster
- 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 $270 per night (USD)VRBO
From $325 per night (USD)Expedia
FLAMINGO COTTAGE summer fun. Pool, boating, fishing lobster season.
- 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 $325 per night (USD)Expedia
From $736 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 $736 per night (USD)VRBO
From $401 per night (USD)VRBO
Amazing 2 BR Home in Summerland w/ Great Boating Access & Private Heated 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 $401 per night (USD)VRBO
From $626 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 $626 per night (USD)VRBO
From $274 per night (USD)Expedia
FLORIDA KEYS PARADISE! DEEP WATER CANAL WITH FAST OCEAN ACCESS.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Carribean Paradise is a beautiful 3 bedroom 3 bathroom house in a quiet, beautiful neighborhood. Large corner lot with ...
From $274 per night (USD)Expedia
From $487 per night (USD)VRBO
Sea Glass House of Summerland Key! Pool, 70 feet of Seawall, deep water canal!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Get ready to relax in this beautiful 3-bedroom house in Summerland Key Cove. This property features three large bedrooms ...
From $487 per night (USD)VRBO
From $597 per night (USD)Expedia
Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool Welcome to Summerland Serenity, an except ...
From $597 per night (USD)Expedia
From $611 per night (USD)VRBO
Gorgeous 3 Bedroom 2 Bath Open Water Pool Home on Summerland Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous open water 3 bedroom 2 bath pool home on Summerland Key! This completely remodeled home features an open floor ...
From $611 per night (USD)VRBO
From $673 per night (USD)Expedia
Beautiful 3 Bedroom 3 Bath Open Water Pool Home With Excellent Boating
- 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 $673 per night (USD)Expedia
From $873 per night (USD)VRBO
Gorgeous 4 Bedroom 3 Bath Open Water Pool Home with great boating
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Corcovado, this luxury estate sits on one of the finest properties in the Lower Florida Keys. Incredible deep ...
From $873 per night (USD)VRBO
From $520 per night (USD)Expedia
Sirena Key | Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
🏡 Amenities: Dock, Guest Cottage, Pool, Spa, Outdoor Kitchen, Firepit 🌊 Kayaks, and Paddle Boards 📍 30 Minutes to K ...
From $520 per night (USD)Expedia
From $187 per night (USD)VRBO
Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to the laid-back beauty of Summerland Key at this charming canal-front retreat, designed for boating, fishing, an ...
From $187 per night (USD)VRBO
From $315 per night (USD)Expedia
Canalfront house with private pool, WiFi, private washer/dryer, and central AC
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
With three separate living areas and a private heated pool, this charming home is full of comfortable spaces for guests ...
From $315 per night (USD)Expedia
From $584 per night (USD)VRBO
Waterfront home with boat/canal access, screened lanai, & renovated interior
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Everything you need for a carefree Florida Keys escape is right at your fingertips in this laid-back bungalow. Boasting ...
From $584 per night (USD)VRBO