Summerland Key Rentals
From $141 per night (USD)VRBO
464 Empty RV Lot with 35' Seawall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Empty Canalfront RV Location, Location, Location...options abound at this beautifully landscaped waterfront property wi ...
From $141 per night (USD)VRBO
From $141 per night (USD)Expedia
430 Empty RV Lot with 35' Seawall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Great Empty Waterfront RV Lot just waiting for you to come visit the beautiful Florida Keys. Private 35-foot seawall, ac ...
From $141 per night (USD)Expedia
From $280 per night (USD)VRBO
Paradise Palms in Cudjoe Key #635
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This tropical 2-bedroom, 2 full bathroom home has something for everyone! The kitchen boats new stainless-steel applianc ...
From $280 per night (USD)VRBO
From $294 per night (USD)Expedia
Island Comfort at Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Keys Getaway! Escape to paradise with this charming 3-bd, 2-ba canal-front home, perfect for those looking to unwin ...
From $294 per night (USD)Expedia
From $617 per night (USD)VRBO
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your ultimate island getaway on Cudjoe Key! Step into our charming coastal oasis nestled on a spacious corne ...
From $617 per night (USD)VRBO
From $175 per night (USD)VRBO
RV Lot 303 Venture Out, Pull-through Lot near the Ocean and Pool - Bring your golf cart!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
RV in the Keys at Venture Out on Cudjoe Key! This 65' pull through RV Lot is ready for you to arrive with your home on w ...
From $175 per night (USD)VRBO
From $223 per night (USD)VRBO
Cudjoe Key Coastal Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your ideal vacation getaway in the heart of the Florida Keys! Located in the serene Cudjoe Key, this charming ...
From $223 per night (USD)VRBO
From $213 per night (USD)VRBO
Beautiful 2-bedroom canal home with peak-a-boo open water views in Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise in our charming Cudjoe Key rental home! This, small dog friendly beautiful property is nestled among ...
From $213 per night (USD)VRBO
From $355 per night (USD)VRBO
Beautiful 4 bedroom 2.5 bath pool home with great boating
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful and cozy 4 bedroom, pool home located on Cudjoe key with excellent boating access to the Atlantic or the Gulf. ...
From $355 per night (USD)VRBO
From $150 per night (USD)VRBO
RV Lot 396 Venture Out, Canal Front, 35ftx70ft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
**THIS IS FOR AN RV LOT ONLY - THIS RENTAL DOES NOT INCLUDE AN RV - JUST THE LOT SITE** Wanna go RV'ing in the Florida ...
From $150 per night (USD)VRBO
From $184 per night (USD)VRBO
RV Lot 498 in Venture Out at Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
**THIS IS FOR AN RV LOT ONLY - THIS RENTAL DOES NOT INCLUDE AN RV - JUST THE LOT SITE** Welcome to your own private oas ...
From $184 per night (USD)VRBO
From $239 per night (USD)Expedia
Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
1 bedroom 1 bath plus sofa bed with Oceanfront wide canal open water Access! Close to the Marina & Pool! pickleba ...
From $239 per night (USD)Expedia
From $484 per night (USD)VRBO
Oceanfront Dream Home - VO048
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Oceanfront Dream Home - VO048 2Bd/2Ba OCEANFRONT 45' SEAWALL! This BEAUTIFUL 2Bd/2Ba OCEANFRONT with endless ocean vie ...
From $484 per night (USD)VRBO
From $209 per night (USD)Expedia
Wahoo Waterway: Charming 3BR Canal Front Home in Cudjoe Key with Dockage & Pet-Friendly Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $209 per night (USD)Expedia
From $464 per night (USD)VRBO
Latitude Adjustment in Cudjoe Key #264
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in a serene location in the Florida keys, this Oceanfront house offers breathtaking open water views that promis ...
From $464 per night (USD)VRBO
From $237 per night (USD)VRBO
Oceanview at 372, Venture Out Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Oceanview at 372. Escape to a serene oasis with our charming Oceanview rental in the picturesque Florida Keys ...
From $237 per night (USD)VRBO
From $313 per night (USD)VRBO
Bimini Breeze - VO 313
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Bimini Breeze - VO 313 Walk to Pool and Marina! Centrally Located Charming 2Bd/1Ba This home is located on a quiet circl ...
From $313 per night (USD)VRBO
From $327 per night (USD)Expedia
Tarpon Alley - Venture Out 509
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tarpon Alley - VO509 Canal Front35' Dockage Casually elegant, beautifully decorated, and fully stocked for your conveni ...
From $327 per night (USD)Expedia
From $318 per night (USD)VRBO
Casa Kiwi #472 - Ocean Views on Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa Kiwi, your perfect getaway in the heart of the beautiful Florida Keys. Nestled on a serene interior lar ...
From $318 per night (USD)VRBO
From $290 per night (USD)Expedia
Island Home in Paradise #624 - OCEANFRONT Community!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Island Home in Paradise, your ideal vacation rental nestled in the heart of the Florida Keys – a wonderful re ...
From $290 per night (USD)Expedia
From $359 per night (USD)VRBO
2 Bedroom Canal Home in Cudjoe Key, FL w/ Private Pool & Extra Loft Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gecko House! This canal-front 2 bedroom, 2 bath house is located in a great boating area with easy access to ...
From $359 per night (USD)VRBO
From $652 per night (USD)Expedia
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 $652 per night (USD)Expedia
From $328 per night (USD)VRBO
**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 60 days prior to your arrival! AZURE DAYDREA ...
From $328 per night (USD)VRBO
From $272 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 $272 per night (USD)VRBO
From $641 per night (USD)VRBO
Reel Island Retreat #273 at Venture Out in the Florida Keys
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Take that vacation you have been dreaming of in the Florida Keys! Reel Island Retreat #273 is waiting for you! Perfect ...
From $641 per night (USD)VRBO
From $257 per night (USD)Expedia
Aqua Vista
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bright, colorful and tropical this freshly remodeled home is located within easy walking distance to convenience store a ...
From $257 per night (USD)Expedia
From $833 per night (USD)VRBO
Post Card Point #319 - Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing Waterfront Getaway Overlooking the Marina with Stunning Ocean Views! Welcome to your perfect getaway! This beau ...
From $833 per night (USD)VRBO
From $294 per night (USD)VRBO
No Offering a discount from now until July 21!! 3/2 canal front home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Now $6,500 per month until July 21, 2025. $5,500 per month for August 11-December 23, 2025. Discover the ultimate geta ...
From $294 per night (USD)VRBO
From $912 per night (USD)VRBO
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful Waterfront Home with Stunning Ocean Views! Welcome to this amazing Florida Keys getaway! This beautiful 2-bed ...
From $912 per night (USD)VRBO
From $2130 per night (USD)VRBO
Luxurious 6 Bedroom 8 Bath Open water pool home on Ramrod Key with great boating
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to your tropical paradise on Ramrod Key! This stunning 6,888 square foot home showcases exceptional quality in b ...
From $2130 per night (USD)VRBO
From $282 per night (USD)VRBO
Cozy, Perfect Conch Cottage! - VO315
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, Perfect Conch Cottage! VO315 Welcome to our Conch Cottage, located in the beautiful Florida Keys! Everything you n ...
From $282 per night (USD)VRBO
From $312 per night (USD)VRBO
Gasparilla Villa - Your Ocean View Oasis on Cudjoe Key - Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gasparilla Villa - Your Ocean View Oasis on Cudjoe Key - Sunset Views! Escape to paradise in this luxurious 3 bedroom, ...
From $312 per night (USD)VRBO
From $156 per night (USD)VRBO
219 Oceanfront RV Lot 59' Seawall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your dream RV Getaway on a stunning Oceanfront lot! Perfect for large RV's, boats with this huge 59' concrete ...
From $156 per night (USD)VRBO
From $362 per night (USD)Expedia
Fin's Hideaway - Venture Out #259
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VO259 FINS Hideaway Canal Front Home 35' Dockage Beautiful bay views at this canal front home located only 120' from the ...
From $362 per night (USD)Expedia
From $189 per night (USD)VRBO
RV Lot with 35' Dock & Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Exprience the best the Lower Florida Keys has to offer in this rare find. Our lot boasts a 35' dock equipped with whips, ...
From $189 per night (USD)VRBO
From $292 per night (USD)Expedia
Paradise Point Getaway in Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
🌴 Your Tropical Paradise Awaits! 🌊 Step onto the large covered porch and soak in the breathtaking water views that st ...
From $292 per night (USD)Expedia
From $249 per night (USD)VRBO
Cozy Retreat w/ Great Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Comfortable one-bedroom, one-bathroom getaway in the gated Venture Out community, just minutes from Bahia Honda State Pa ...
From $249 per night (USD)VRBO
From $655 per night (USD)Expedia
Sailfish Haven #390 - Ocean Views, 35' seawall
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Florida Keys Waterfront Retreat with Stunning Ocean Views Welcome to your perfect getaway! This beautiful 2-bedroom, 2- ...
From $655 per night (USD)Expedia
From $447 per night (USD)VRBO
Manatee Hideaway #461 - Cudjoe Key, Canal Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Waterfront Retreat with Stunning Canal and Ocean Views! Welcome to your perfect getaway! This beautiful 2-bedr ...
From $447 per night (USD)VRBO
From $412 per night (USD)Expedia
Ocean Vue in Cudjoe Key 469
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Upscale Ocean Vue Retreat with breathtaking views from Sunrise to Sunset! This waterfront gem offers amazing views and i ...
From $412 per night (USD)Expedia
From $261 per night (USD)VRBO
Summerland Sanctuary: 3BR Canal Front Retreat with Private Pool, Dockage & Premier Boating/Fishing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $261 per night (USD)VRBO
From $329 per night (USD)Expedia
Tropical Island Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax in this delightful 2-bedroom resort in Cudjoe Key. With 2 queen beds, a cozy living room with an extr ...
From $329 per night (USD)Expedia
From $237 per night (USD)VRBO
Latitude Adjustment #598, Canal front-Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Need a “LATITUDE ADJUSTMENT”? This spotless 2 BR, 2 BA stilt home on a 60' wide canal in Venture Out at MM23, on Cudjoe ...
From $237 per night (USD)VRBO
From $279 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 $279 per night (USD)Expedia
From $374 per night (USD)VRBO
Heavenly Hideaway 284\nCharming 2-bedroom house in serene Cudjoe Key w/ WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Heavenly Hideaway is a cozy waterfront cottage that provides a picturesque Florida Keys vacation setting. Take in the ex ...
From $374 per night (USD)VRBO
From $374 per night (USD)VRBO
Salty Breezes 285\nCharming 2-bedroom house in pleasant Cudjoe Key with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SALTY BREEZES: is a cozy waterfront cottage that provides a picturesque Florida Keys vacation setting. Take in the expan ...
From $374 per night (USD)VRBO
From $253 per night (USD)VRBO
3 bedroom, 2 bath, canal home with hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the beauty of Cudjoe Key from this marvelous 3-bedroom house. This delightful property features 1 queen bed, 2 ...
From $253 per night (USD)VRBO
From $394 per night (USD)Expedia
Sunny Gens - Venture Out #606
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SUNNY GENS Turn Key 2Bd/2Ba with Canal Views! 35' Dockage Quick Ocean Access! Beautiful turn key stilt 2Bd/2Ba home in ...
From $394 per night (USD)Expedia
From $145 per night (USD)VRBO
RV Lot 502 Venture Out, Located on a boating canal
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience the tranquility of this landscaped canal front RV lot nestled within Venture Out. This spacious 35'x69'x17'x3 ...
From $145 per night (USD)VRBO
From $280 per night (USD)Expedia
Canal Front Home in Gated Community. Salt Life #182
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Live the Salt Life #182 here at Venture Out. in a gated community on Cudjoe Key located at Mile Marker 23 in the Florida ...
From $280 per night (USD)Expedia
From $184 per night (USD)VRBO
RV Lot 497-35' Canal Front in Venture Out at Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
RV Lot 497 - Available for Long Term or Short Term RV LOT Rental. **This is for an RV Lot ONLY*** Welcome to RV Lot 4 ...
From $184 per night (USD)VRBO
From $264 per night (USD)Expedia
SEA COVE ~ Canal Front 2 BR/2 Ba Home in Cudjoe Key w/ Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
LOWER KEYS WATER WORLD… Come on down to some of the most beautiful natural vistas and the serene environment of Cudjoe K ...
From $264 per night (USD)Expedia
From $197 per night (USD)VRBO
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
CUDJOE NEST WITH ENDLESS AMENITIES … This cozy cutie is nestled in the amazing Venture Out Resort! Your clean and comfy ...
From $197 per night (USD)VRBO
From $621 per night (USD)Expedia
Saltwater Serenity #392 - Ocean Views on Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Saltwater Serenity #392, your perfect getaway in the heart of the beautiful Florida Keys. Nestled on a seren ...
From $621 per night (USD)Expedia
From $420 per night (USD)VRBO
Big Blue #230, Canal front - Venture Out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to BIG BLUE #230 in the Gorgeous Florida Keys! Introducing this beautiful vacation home located in the serene L ...
From $420 per night (USD)VRBO
From $174 per night (USD)VRBO
RV Lot 377 Venture Out, Waterfront Retreat, Accommodates large/oversized RVs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This RV lot is a prime waterfront retreat, featuring a lushly landscaped setting that provides both privacy and natural ...
From $174 per night (USD)VRBO
From $414 per night (USD)VRBO
Sea Glass House of Summerland Key!\nPool, 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 $414 per night (USD)VRBO
From $813 per night (USD)Expedia
Mahi House #440 - 35' seawall
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mahi House #440 Escape to paradise at Mahi House #440, your perfect getaway nestled along a quiet boating ...
From $813 per night (USD)Expedia
From $441 per night (USD)VRBO
ARTIST HOUSE ~ Canal Front 4 BR/3.5 Ba Home w/ Pool & Ocean and Gulf Access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
DREAM COASTAL RETREAT… If dazzling open waters and deep draft boating and dockage is what you crave, look no further. We ...
From $441 per night (USD)VRBO
From $241 per night (USD)VRBO
Cozy Canal-Front Home in Cudjoe Key — Dock, Hot-Tub & Golf Cart Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect island getaway in Cudjoe Key! This beautiful 3-bedroom, 2-bathroom canal-front home offers every ...
From $241 per night (USD)VRBO
From $343 per night (USD)VRBO
Canal front with open water views in Venture Out - Lot 529
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront Getaway in Venture Out Welcome to your perfect getaway! This beautifully updated vacation home offers comfor ...
From $343 per night (USD)VRBO
From $225 per night (USD)Expedia
Ocean Breeze at Venture Out 537
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Lovely Vacation Home with Large Enclosed Porch! This beautiful, newly remodeled home, is an island oasis and is located ...
From $225 per night (USD)Expedia
From $319 per night (USD)VRBO
Charming 3-bedroom house with Tiki Hut ,WiFi and AC in gorgeous Summerland Key,,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this lovely house in picturesque Summerland Key. This charming property features 3 bedrooms - one with a twin ...
From $319 per night (USD)VRBO
From $367 per night (USD)Expedia
Fishermans Paradise@The Pointe on Summerland Key 2Bed/2Bath, Pool, 120' of Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Fishermans Paradise @ The Pointe on Summerland Key in the Fabulous Florida Keys. Fishermans Paradise @ The Po ...
From $367 per night (USD)Expedia
From $215 per night (USD)VRBO
Rv empty lot campground in Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover the beauty of CudJoe Key from this Rv Lot campground. Nestled in a serene setting, this welcoming retreat offer ...
From $215 per night (USD)VRBO
From $174 per night (USD)Expedia
Pelican Perch – 3BR Canal Front Home with Dockage, Pet-Friendly, Quick Access to Atlantic & Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $174 per night (USD)Expedia
From $354 per night (USD)VRBO
Keys getaway - Relax with the whole family at this peaceful place to stay.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This marvelous house in Cudjoe Key offers a cozy one bedroom with a queen bed, one and half bathrooms, and an additiona ...
From $354 per night (USD)VRBO
Click For PricingExpedia
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Little Piece of Paradise #233 here at the gated community of Venture Out! This cozy, canal front, 1-bed ...
Click For PricingExpedia
From $343 per night (USD)VRBO
Summerland Airport Hangar Home with Pool, Private Runway and deep wide Canal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Drive In, Fly In. Boat Out. Live Elevated. Welcome to a truly rare gem nestled between Marathon and Key West—a sol ...
From $343 per night (USD)VRBO
From $140 per night (USD)VRBO
RV Lot 527 Venture Out, 35x69 35' seawall and Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
**Please note that this is for an RV Lot only - You will need to bring your own RV** 35' x 69' Waterfront RV Lot with E ...
From $140 per night (USD)VRBO
From $350 per night (USD)VRBO
The Diving Dolphin #268 - Ocean Views, Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Diving Dolphin #268 - Waterfront Getaway | 2BR/2BA | Ocean Views, 2 Kayaks, 2 Bicycles, 2 Paddleboards, 35' Seawall ...
From $350 per night (USD)VRBO
From $472 per night (USD)Expedia
Tides & Tranquility - Venture Out Unit 053
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise in Cudjoe Key. This charming ocean front home has breathtaking views of the Atlantic Ocean and spect ...
From $472 per night (USD)Expedia
From $196 per night (USD)VRBO
Stunning Open Water RV Lot with 38' Seawall and Great Amenities in Gated Community
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your perfect Florida Keys getaway. This stunning RV lot is located directly on the open water, offering unint ...
From $196 per night (USD)VRBO
From $691 per night (USD)Expedia
Oceanfront w/stunning open water views and a 60-foot dock! 30 mins to Key West!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Oceanfront with stunning open water views and deep water access! Oceanview Serenity offers stunning Atlantic views, a ma ...
From $691 per night (USD)Expedia
From $197 per night (USD)VRBO
Oversized RV Lot with 41'+12' Seawall, Deep Water Access, and Stunning Open Water Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your slice of paradise in the Florida Keys. This exceptional open-water RV lot is located in the desirable ga ...
From $197 per night (USD)VRBO
From $357 per night (USD)Expedia
35' dock completely remodeled Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dock your boat behind the house and enjoy open water view. Located in Cudjoe Key, this newly renovated house offers 2 be ...
From $357 per night (USD)Expedia
From $171 per night (USD)VRBO
RV Lot 301 Venture Out, Pull-through Lot near the Ocean and Pool - Golf cart friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
**This is for an RV Lot ONLY*** Welcome to Lot 301, a beautifully maintained 35x69 pull-through RV lot featuring great ...
From $171 per night (USD)VRBO
From $279 per night (USD)Expedia
Last min discount July PARK PLACE, Waterfront, dock, golf cart, bike, huge yard,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax in this spacious and serene 2-bedroom waterfront resort villa in Cudjoe Key. Our exquisitely design ...
From $279 per night (USD)Expedia
From $166 per night (USD)VRBO
Waterfront RV Lot Just 2 Spots from Open Water with 35' Seawall—Fish, Boat & Relax in Paradise!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your slice of paradise! This exceptional RV lot is perfectly situated near the end of a peaceful canal—just t ...
From $166 per night (USD)VRBO
From $446 per night (USD)Expedia
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Cudjoe Key, this house is a dream. With 2 bedrooms featuring 2 full beds, 2 bathrooms with showers and hair d ...
From $446 per night (USD)Expedia
From $428 per night (USD)VRBO
Sea Cow Key Cottage - Venture Out Unit 585
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Cow Key Cottage - VO585 Open Water Views! 2Bd/2Ba 26' + 9' Dockage on Wide Lagoon! OPEN WATER and DEEP WATER ACCES ...
From $428 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sunset Serenity – Your Open Water Escape in the Lower Keys! Unwind in paradise at Sunset Serenity, a stunnin ...
From $450 per night (USD)Expedia