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Summerland Key Vacation Rentals in the Lower Florida Keys
Vacation Rentals by Owner in Summerland Key Florida.
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Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
Welcome to 'Lake It Easy' – Your Canal Front Oasis on Summerland Key!
Indulge in the laid-back Florida Keys lifestyle in this beautifully updated canal-front home. Dock your boat along the sea wall, offering convenient access to world-class fishing just minutes away. Whether you're cooling off with a dip in your private pool or u.......
8.0 Star Review
3 Bedrooms
- Sleeps 10
Summerland Key Vacation Rental
Pet Friendly 
Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin is a recently renovated property freshly painted in tropical blues. It's a private home without neighbors. There is ample parking for multiple vehicles and your boat. The property is fully licensed for nightly, weekly, or monthly rentals.
Summerland Key is located at mile marker 24, which allows you to enjoy short drives north to Big Pine Key, Bahia Honda National Park, and Marathon Key. The major attractions of Key West are only 35 minutes to the south. Public transportati.......
9.8 Star Review
3 Bedrooms
- Sleeps 5
Summerland Key Vacation Rental
Pet Friendly
Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
Large oceanfront home with breathtaking open water views! Seaclusion is a unique 3,400 square foot custom built home set on over an acre of tropical landscaping with a sparkling newly resurfaced heated pool on beautiful Summerland Key in the Lower Florida Keys. This house is permitted for daily, weekly or monthly rental. (Daily and weekly rental permits are rare in the Florida Keys!)
Enjoy watching sunrise views over the open water of the Florida Keys. Our Non-Smoking home, Seaclusion.......
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
Welcome to 'The Blue Pearl' – the ultimate destination for large families or multiple families seeking an expansive and accommodating retreat!
With two distinct living areas, this spacious haven offers ample room to gather together or find your own space for relaxation. Step onto the sand and revel in the 125 feet of oceanfront t.......
9.2 Star Review
4 Bedrooms
- Sleeps 12
Summerland Key Vacation Rental
Pet Friendly
Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
Atlantic Chateau, is a beautiful 3 bedroom 2 bath house on Cruikshank Island. Cruikshank Island is a peaceful private island off East Caribbean Drive, Summerland Key Florida only a 20 minute drive to Key West for a night on the town.
Enjoy the gorgeous sunsets in the evening while relaxing on the porch where the tropical breezes flow through or relax by the new pool & spa. The house is tastefully furnished for your comfort. Spacious kitchen to cook your lobsters and fish.
Keywords: .......
Views Views! Direct Oceanfront, Beautiful Inside!
View, views, views! Totally beautiful modern home has a very large balcony which provides an opportunity for endless dreaming and relaxation as you look at the ocean and the islands directly offshore. There is also a dock for your boat and many palms to ensure you feel like you are in Paradise in the Keys!
The kitchen has granite countertops and stainless appliances. Both bathrooms have dual sinks.
Everything is light and bright with lots of windows and doors for the view. .......
10.0 Star Review
2 Bedrooms
- Sleeps 4
Summerland Key Vacation Rental
Pet Friendly
Canal Front (Deep Water) Tropical Villa
Custom designed Tropical Keys Home located on one of the nicest flow through deep water canals leading to the ocean in Summerland Key! Privacy 6' Walls surround the Villa to allow sunbathing delights!
The Custom Canal Front Dock has Fenders, Cleats, and water spigots for all your boat needs. The Dock also has a swim platform and ladder to make all your water accessibility needs easy.
Open floor plan that flows to the outside porch allows for tropical breezes and spacious enterta.......
10.0 Star Review
2 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Mariners Cove - The Kraken House
Mariner's Cove is a private island oasis. Featuring 5 large guest rooms, 3 full bathrooms and 2 1/2 bathrooms, Gourmet Chef's kitchen, formal dining room, breakfast nook, living area, private theater with 70" HD flat screen, oversized washer/dryer, ample outdoor seating, pool chase loungers & umbrellas, hammocks, outdoor gazebo/ wet bar with full outdoor kitchen and entertainment area, over .5 acres of lush tropical landscaping, outdoor fire pit, private boat dock on canal and lots of room to en.......
9.8 Star Review
5 Bedrooms
- Sleeps 10
Summerland Key Vacation Rental
Pet Friendly
New pool & Huge master suite! Open water views , 2 stories of wrap around decks
Captivating views from sunrise to sunset overlooking expansive salt ponds and open water from this newly renovated 2-story, waterfront home. This waterfront Little Torch Key home is situated on a tranquil corner lot in the Mates Beach neighborhood. This home has been stylishly upgraded and features a spacious free-flowing floor plan with granite countertops and stainless appliances. The views from every window will make you feel like you're in paradise at each glance. After a day on the water, d.......
10.0 Star Review
3 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Relax at the flying hogfish
Located on beautiful Summerland Key, this is the perfect vacation home for any family. Just 20 minutes from Key West and minutes from Looe Key. Enjoy the private pool and large sun deck for BBQing or relaxing. Canal access is perfect for kayaking and there is only a 10 minute boat ride to the ocean. A canoe and Four kayaks are provided for vacationers (2 adult and 2 childrens kayaks) as well as use of kayak dock, fish cleaning table, and bait freezer. The kids are sure to be entertained by.......
9.6 Star Review
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
Pet Friendly
Secluded Jungle Paradise
Secluded lower keys oasis on 4 acres. Incredible sunrises and sunsets over the water and jungle. Room for the whole family. Close to boat ramps. Sleeps 8 easily with the possibility for more. 4 bedrooms, 3.5 baths. 20 mins to KW. 30 mins to Marathon. House has undergone a major remodel and will continue to be updated. Come enjoy our tropical paradise! Great base camp for lobstering and fishing! .......
4 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Great Location , Great Vibes, Great Pool
Quiet, secluded Keys house with a pool. Ideal for larger groups of friends and family's. Equal distance to Marathon and Key West. Larger wrap around screen porch. Deep water canal , easy boat ride to golf and ocean access. Watch the stars at night. Bring you toys and boat. Big deep water dock , can bring up to 33 foot boat. You can also fish off the dock. This area has lots wildlife and deer. Come enjoy and relax .......
9.6 Star Review
6 Bedrooms
- Sleeps 14
Summerland Key Vacation Rental
Pet Friendly
Oceanfront Sunsets in the Florida Keys
FOLSOM'S FOLLY... Summerland Key, Florida
Interesting architecture with breezy views of the water. All rooms beautifully furnished in relaxed Keys style, including the 'Nautical Room', the 'Captain's Room', the 'Fish Room', and a private master suite with private bath, twin sinks, and French doors onto a deck with teak chairs. Interesting natural history mounts, area-related books and other reading material. Ceiling fans everywhere. Tile and hardwood floors downstairs.
In-ground h.......
Florida keys Waterfront,Forever Summer
MINIMUM STAY OF 28 DAYS REQUIERED BY THE COUNTY.Booking from the 1st of the month. Waterfront house with heated pool. Located on the canal of Summerland Key, has a 60 ft dock. Short access to Atlantic and Golf side. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Open kitchen concept with quartz countertops, stainless steel appliances, and an eat in kitchen island, separate dining room.Outdoor chest/bait freezer and.......
9.4 Star Review
4 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Little Torch Tropical Oasis April Available
LITTLE TORCH TROPICAL OASIS
This Beautiful Oasis is a recently renovated Manufactured Home on the corner of 2 Crystal Clear Swimming Canals. The backyard has a Sun Deck with custom Swim Ladder. Please note this is not a boating canal but you can swim, float or snorkel in your own back yard. This home has all the amenities you may need and more. It has a gas BBQ Grill. It's on a large fenced in lot with a nice shady area under Florida Native Gumbo Limbo Trees. Enjoy your own private spa.......
Ocean Front Modern Home
This luxurious cozy and comfortable, three-story home, overlooks the blue Atlantic, punctuated by small tropical islands, the most prominent of which is Looe Key reef, a popular diving/snorkeling area.
There is an island, located a few miles out directly in front of the home, was formerly called Monkey Island, a name still used by the locals, this because monkey research was once performed there.
Interestingly, the research was stopped due to 'monkey business,' i.e that the primat.......
2 Bedroom/3 Bath Waterfront 28 day rental
The Crab House 28 day rental offers 2 spacious bedrooms 3 bathrooms (1 full bath in garage to use after coming in from boating or diving), on beautiful clear canal. Home offers 60 ft of bulkhead for docking your boat, deep canal, neighborhood marina just 5 blocks away to launch your boat. Marina also sells fuel, bait and fishing supplies. The Bent Prop Restaurant is located next to the marina. Canal is great for swimming and paddle boarding. We have 2 paddle boards for your use. 21 miles to.......
Dickey's Dockside Retreat
Summary:
Escape to Dickey's Dockside Retreat. This waterfront paradise in the Florida Keys offers a private dock, perfect for launching your adventures. Immerse yourself in the coastal charm of this vacation rental, where comfort meets adventure. Explore the crystal-clear waters, reel in your catch of the day, and create lasting memories in this fisherman's paradise. Your unforgettable Florida Keys experience awaits at Dickey's Dockside Retreat.
The Space:
Dickey's Dockside Retreat .......
10.0 Star Review
3 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
Breathtaking Open Water Views. This spectacular home is in impeccable condition. New Custom Pool. Dock up to a 31' boat. 2 kayaks and 2 bicycles for your use. Beautiful landscaping. Oversized covered porch. Super fast WiFi Cable 75inch TV. Gourmet kitchen. Washer and dryer. Extra refrigerator and freezer in the air conditioned downstairs space. Super Clean. Plenty of parking. 6 person maximum. LOCAL Laws require a 28 Day minimum rental........
10.0 Star Review
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
Pet Friendly
Water Lovers Paradise
This newly renovated vacation home on a canal in Cudjoe Key is a stunning retreat that offers the perfect blend of comfort, relaxation and adventure.
The living room is furnished with plush sofas and chairs, a large flat-screen TV, making it the perfect spot to unwind after a long day of boating or exploring Key West. The kitchen is fully equipped with new stainless steel appliances, quartz countertops, with French doors that open to a screened in deck overlooking the water if you pr.......
4 Bedrooms
- Sleeps 10
Summerland Key Vacation Rental
Pet Friendly
Oceanfront Gated Corner lot Amazing Sunsets. 90” BoatDock & 12 person Swim Spa!
Vista de Sirenas translates to ‘Mermaid Views’ is a piece of paradise with an unobstructed sunset view over open water year round! 3,200 sq ft living space on oversized fenced corner lot at the very end of a private road offering picture perfect sunsets! Boasting 323' of water frontage, this property includes 175' of open water and 148' of canal frontage featuring a 90' concrete dock, and a private kayak launch.
The main level of the home features a wrap-a-round deck, a spacious livi.......
10.0 Star Review
4 Bedrooms
- Sleeps 10
Summerland Key Vacation Rental
Pet Friendly
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapid Open Water Access!
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
Introducing Casa Rosada, a delightful canal front haven nestled within the enchanting Cudjoe Gardens on Cudjoe Key!
Offering an invitation to tropical relaxation, this charming abode provides a tranquil escape from the everyday. Dock your boat along the seawall and embark on fantastic fishing escapades in the pristine waters of the.......
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
Hello ! My name is Debra and I run our VRBO account for our family. We love our salty slice of paradise and I look forward to sharing it with you!
Our oceanside 3/2 home features a large lot, 200ft of concrete dockage, fish cleaning station, & plenty of parking for boats, cars & trailers. You will have a full kitchen, living & dining room, TV, wifi, screened porch, tiki hut & plenty of outdoor space to fish, play, kayak, and Florida Keys sunsets. Quick boat access to both Atlantic & Gulf........
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
L' archipel | Brand new dock!
Summary:
Canalfront 2 bedroom retreat on Ramrod Key with brand new dock!
The Space:
Welcome to L’archipel, a charming, newly remodeled monthly rental that offers an ideal retreat for those seeking a relaxing getaway in the Florida Keys. Nestled on a serene canal, this property is a haven for water enthusiasts and nature lovers alike. With 2 bedrooms, 1 1/2 baths, and a host of modern amenities, this home promises a comfortable and enjoyable stay.
As .......
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
Experience the Ultimate Florida Keys Escape at Reel Escape — Your Spacious 4-Bedroom Summerland Key Retreat
Nestled in the serene beauty of Summerland Key, just a quick 5-minute drive from pristine Florida Keys beaches, Reel Escape offers everything you need for the perfect vacation — whether you crave relaxation, family fun, or thrilling outdoor adventure.
Luxurious Comfort and Space for Family & Friends
This expansive home comfortably sleeps up to 7 guests with four ge.......
9.8 Star Review
4 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Ocean/Canal Views 21ft Dock - Venture Out #357
Beautiful Ocean/Canal Views 21' Dockage
2Bd/2Ba with Double Porches, Large Landscaped Yard!
Island Breeze is a fabulous location for this 2Bd/2Ba stilt home in the desirable Venture Out Community on Cudjoe Key. Features a 21' Concrete Seawall with breathtaking views of the Atlantic Ocean and located on a 60' wide canal. Situated on an oversized lot with a patio surrounded by tropical gardens creating lots of privacy between neighbors, it's like living on an Island away from it all! Cov.......
PALM COTTAGE - Sleeps 4 summer fun ..lobster season.
The Palm Cottage is a standalone unit which is next to the pool and near the outdoor shower. It has been recently renovated. The main room includes a Queen sized bed, TV, table with 4 chairs, a full kitchen, full bath with a walk-in shower. The front room has a trundle bed with two twin mattress and a TV. There is a laundry room on the property for our guests to use that is free of charge.
It can comfortably sleep 3 people. Just outside the front door is an outdoor table and chairs.......
9.8 Star Review
1 Bedrooms
- Sleeps 4
Summerland Key Vacation Rental
Pet Friendly
Summerland Cove..MM25 Summerland Key, Fl..Canal front-one street from open water
Newly renovated 2 bedroom, 2.5 bath canal front home with pool in quite, safe neighborhood 25 miles from Key West. House is perfect for couples with 2 king size beds and blackout shades, fully equipped kitchen, front porch with large table, pool, canal front with space for boat, office with computer, wifi, recently renovated. 25 mile drive to Key West and Marathon in different directions. Close to Looe Key Reef and Tarpon Belly Island. Fish cleaning table on seawall. Shed available for storage .......
Waterfront Sunrise & Sunset Full Views! Pool, dock, lift, Industerial Ice Maker
Welcome to Paradise at the End of The Road. This home is so secluded you will think you are on your own private island. We feature water views from every room and window, even the laundry room. Completely redone following hurricane Irma, everything is new, updated and designed for relaxation, luxury, and the ultimate fishing experience.
Industrial Ice Maker is located downstairs to keep all of your coolers filled!
The property is gated with ample parking for cars and boat traile.......
5 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Sugarloaf Shores Wide Canal 3/3 Waterfront w/ 100 ft Seawall in Quite Community.
28 consecutive day minimum rental. Lower Keys Living at its very best. This This Modern 1,700 sq ft Old Florida Keys Waterfront House is located on Lower Sugarloaf Shores at Mile Marker 17, a half mile off of US 1 in an extremely quiet neighborhood and is available for 28+ day rentals. It is a three bedroom, three baths elevated house. All of the bedrooms are located on the second floor with two full bathrooms. Each bedroom has a queen size bed, closet, dresser, nightstand and TV. The bathroo.......
10.0 Star Review
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
Pet Friendly
20 ft from your room to a clean canal full of fish and lobsters and crabs.
Only 10 minutes to bahia honda beach, rated top ten every year. 35 min to key west. 3 hrs to miami, a great sight seeing attraction with the 7 mile bridge, and many more. 25 minutes to marathon. 5 or 6 restaurants in the local area. .......
1 Bedrooms
- Sleeps 2
Summerland Key Vacation Rental
Pet Friendly
Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and ? Lobster season.
Ocean Breeze is the largest of our 5 cottages at 1500 square feet. It's perfect for your family vacation, sleeping 7 people comfortably, with two full bedrooms (one with a queen bed and the other with two queen beds) and a pull-out sofa as well as two full bathrooms. It comes complete with a full kitchen, large living room with fireplace and dining room as well as a screened-in front porch for outdoor dining. The rear of the house has a game room with a full size pool table and an outdoor pa.......
9.4 Star Review
2 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing ? and ? Lobster
The Sea Shell Cottage UNIT #2 has efficiency kitchen with refrigerator, sink, microwave oven and toaster oven. The main room has a Queen-sized bed, full bathroom with a walk-in shower, table with 2 chairs and a TV. It comfortably sleeps 2 people. The unit is air conditioned and WiFi service is available throughout the resort. Enjoy the communal outdoor pool and covered patio that has a gas grill, griddle and picnic area. There is a laundry room with washers/dryers for our guests to use fre.......
9.6 Star Review
1 Bedrooms
- Sleeps 2
Summerland Key Vacation Rental
Pet Friendly
FLAMINGO COTTAGE summer fun. Pool, boating, fishing lobster season.
The Flamingo Cottage is a studio unit that includes a Queen-sized bed in the bedroom area, a full kitchen, bathroom with a walk-in shower, living area with a sofa, TV, table with 4 chairs and some outdoor space in front of the unit with a table and two chairs. It can comfortably sleep 3 adults or 2 adults and 2 small children. The unit is air conditioned and WiFi service is available throughout the resort. Enjoy the communal outdoor pool and covered patio that has a gas grill, griddle and pi.......
9.8 Star Review
1 Bedrooms
- Sleeps 4
Summerland Key Vacation Rental
Pet Friendly
Summerland Nest - Ocean view with private beach and pool
Fabulous resort-style living & incredible open water views over Niles Channel at this 7 BR 5 BA home on Summerland Key. Just under an acre boasting a sandy beach w/pretty palms, large custom pool, & deep water dockage w/quick access to ocean, gulf & back country. The open Great Room boasts granite kitchen, wood floors & gorgeous water views.
Your property manager lives nearby and is available if you have any requests during your stay
Very secluded quite neighborhood
You will.......
Solstice Seaside Waterfront House w/Pool & Spectacular Ocean Views/Min 28 Nights
Beautiful home on the oceanside of Summerland Key on a protected deep water canal one lot in from the ocean. 45' seawall will accommodate boats up to 40' in length and 5' in draft. Direct Ocean access to great offshore/backcountry fishing and reef diving/snorkeling that are literally minutes away. The property features spectacular ocean views, a private in-ground heated pool with a paver lounging area, a Tiki Hut, cable TV, a washer and dryer, a gas barbecue grill, and more!
Open conc.......
Villa Jekjak
Summary:
Villa Jekjak- 4 BDR, luxury residence with pool & beach
The Space:
Enjoy the unobstructed 270-degree ocean view in this newly renovated beachfront residence. Located in the most exclusive part of Cudjoe Gardens this 2- story house is surrounded by the water on 3 sides. Three bedrooms and two bathrooms are impressively decorated in a soft coastal palette and are located on the second main living floor.
Amble of natural light emphasizes the open and eas.......
4 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Casa Playa | 4 bed/2 bath canalfront getaway
Summary:
4 bed/2 bath canalfront getaway on Ramrod Key
The Space:
Welcome to Casa Playa, your spacious 4-bedroom, 2-bathroom retreat nestled in the serene beauty of Ramrod Key. This inviting vacation home is perfectly suited for families or friends traveling together, offering separate living areas for added comfort and privacy.
Step inside to discover a thoughtfully designed layout, featuring two bedrooms upstairs and two bedrooms downstairs. Upstairs.......
Beautiful Lagoon view on canal pool home Summerland
Home has to be rented for 28 days or longer city rule. Home has high vaulted ceiling and 30 feet of sliding glass windows which over looks the canal, lagoon and ocean. On quiet dead end street in a great neighborhood this 2 bedroom home with a loft. Centrally located about 25 minutes to Key West or Marathon. Private backyard has pool and lots of shade to relax. We fish, paddle board and kayak off the dock. easy access to ocean and gulf. Trying to rent January and February together will ren.......
10.0 Star Review
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
Pet Friendly
Beautiful Oceanfront Villa with Pool and near Key West, Florida
Make some memories at this unique and family-friendly place. Beautiful, custom designed concrete waterfront pool home with open water views and quick boating access.
Split-floor plan with master suite off the family room with:
- Open water views
- Outside Deck and Pool area
- 2nd level Guest Bedroom
- Large Master Bedroom
- Large Guest bathroom
- Remodeled Kitchen with Granite counters
- Stainless steel appliances
- Dining Room with Island
- 30 Minutes from Key .......
2 Bedrooms
- Sleeps 5
Summerland Key Vacation Rental
Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
Amazing canal front 3 bed 3 bath open concept house located in prestigious community of Summerland Key Cove. It is the first canal from open water and one of just a few flow-through canals providing excellent water quality. The canal is deep and wide. Expect to see lobsters, crabs and other sea life on your 80 ft. sea wall. You will be surrounded by million dollar homes and just a few minutes boat ride from open water in the Gulf and Atlantic.
Property is close enough to Key West to m.......
9.6 Star Review
3 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Canal Front Home Access to Kemp Channel Cudjoe Key New POOL!
Perfect fishing and boating location on Kemp Channel between Cudjoe Key and Summerland Key. New Pool Installed August 2024. Brand new Large pool to relax by when you are not out on the water. Fantastic quiet neighborhood wonderful for walking, biking, kayaking and relaxing. Great access to bike trail along US 1. Walking distance to a good coffee joint. Fully stocked kitchen. Newly Remodeled master bathroom! Bait freezer and refrigerator downstairs. Home has 75 feet of seawall that fits .......
One of the very few beach houses with a daily, rental license in the Keys.
"THE POOL MAY BE HEATED FOR AN ADDITIONAL FEE OF $25 PER DAY OF STAY"
This is a newly remodeled four bedrooms elegant house. The property located in the heart of Summerland Key. It is the perfect Key for a vacation getaway. Summerland Key is an island in the lower Florida Keys about 20 miles east of Key West. The island has a private airport located 3 blocks from the house. The airport can be used by the guests of the house. Summerland is the perfect spot for fishing, hiking, boating, kayak.......
8.8 Star Review
4 Bedrooms
- Sleeps 12
Summerland Key Vacation Rental
Pet Friendly
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage!
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
***We consider discounts for multiple month rentals. Discount not available for peak months, including January-March and Lobster Mini-Season***
Welcome to "The Hideaway," a charming canal-front retreat nestled adjacent to a serene nature preserve on Big Torch Key!
Tucked away in a tranquil neighborhood off the beat.......
Paradise Views: Oceanfront/Boating
Enjoy one of Florida's most tranquil oceanfront settings. A romantic interlude and tropical adventure where absolutely everything is magnificent. The newly remodeled floor plan is enhanced by a third floor master suite with open water deck. On the main level there is a large tiled porch overlooking the endless horizon. Watch the water birds play as the sun gently sets in the west. The pool area also overlooks the open water and sunset. You may wish to nap or read in the shade of one of the two n.......
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
Welcome to The Salty Sailfish, a magnificent canal-front home nestled on Cudjoe Key!
With updated furnishings and a commitment to relaxation, this beautiful retreat invites you to immerse yourself in the serene lifestyle of the Florida Keys. For the boating enthusiasts, your vessel will find a perfect spot along the sea wall, provi.......
10.0 Star Review
3 Bedrooms
- Sleeps 8
Summerland Key Vacation Rental
Pet Friendly
Keys cottage, oceanfront, dock, fenced backyard
Lovely ocean front updated lower Keys home in Summerland / Ramrod Key, beautiful open water views, spectacular sunrises, great Paddle boarding Kayaking and shallow draft access boating right from the private dock. 2 Master Bedrooms, 2 full baths home with minutes to great fishing, snorkeling and diving. Office with a view along with a second desk work station available from the upstairs master bedroom. Grilling, dining and relaxing in the gated backyard on Newfound Harbor and the Atlantic open .......
10.0 Star Review
2 Bedrooms
- Sleeps 4
Summerland Key Vacation Rental
Pet Friendly
Peaceful ocean front cottage.
This classic keys cottage is tucked among the palm trees on the open water of Niles Channel. Enjoy the breath taking sunrises and romantic moonrises, seabirds,dolphins and a nearly south-easterly breeze. This lovely hideaway is next to last home on dead end street, this 2 BR, 2 bath ground level home has a large kitchen and Master suite. This great location is only 30 minutes from historic key west........
10.0 Star Review
3 Bedrooms
- Sleeps 6
Summerland Key Vacation Rental
Pet Friendly