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

Summerland Key Rentals

From $176 per night (USD)
VRBO
RV Lot 442 Venture Out, Canal Front, 35ftx69ft
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to RV Lot 442 in the exclusive gated community of Venture Out, located in stunning Cudjoe Key, Florida! This spa ...
From $176 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Pelicans View - Venture Out Lot 318
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pelicans View - VO318 Island Gem-Walk to POOL & Marina! Gorgeous Open Water Views! This beautifully remodeled midrise ...
From $302 per night (USD)
Expedia
From $234 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 $234 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Casa Morado - Bring your boat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Imagine a charming retreat situated on a canal and right on the private airstrip in Summerland Key, Florida. This cozy 3 ...
From $221 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Keys House - Venture Out Lot 220
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VO220 Keys Home w/ 40' Dockage 2Bd/2Ba This beautiful home on stilts overlooks the open water with amazing views from ...
From $484 per night (USD)
VRBO
From $164 per night (USD)
Expedia
RV Lot 40 Venture Out, Lot dimentions - 35'x69'
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to your ideal RV lot in the vibrant Venture Out community on Cudjoe Key! This dry lot, measuring 35' x 69', offe ...
From $164 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Canal Front RV LOT 451 Venture Out (40x23x70x31x35)
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to your dream canal front RV Lot with peekaboo ocean views. Situated on a quiet cul de sac, this picturesque lot ...
From $165 per night (USD)
VRBO
From $154 per night (USD)
Expedia
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 $154 per night (USD)
Expedia
From $174 per night (USD)
VRBO
432 Empty Canalfront RV Lot with 32' Seawall
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Empty Canalfront RV Lot #432 Quick boating access from this great waterfront RV Lot just waiting for you to come visit t ...
From $174 per night (USD)
VRBO
From $174 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 $174 per night (USD)
Expedia
From $363 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 $363 per night (USD)
VRBO
From $191 per night (USD)
VRBO
RV Lot 500 Venture Out, Private tropical landscape
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to your tropical paradise RV retreat! This vibrant 35' x 69' RV lot is your ticket to endless fun and relaxation ...
From $191 per night (USD)
VRBO
From $294 per night (USD)
VRBO
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)
VRBO
From $183 per night (USD)
VRBO
RV Lot 600 Venture Out, Canal Front, 35ftx70ft
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Experience the serenity of this recently updated RV lot situated within Venture Out. Spanning 35 by 70 , this expansive ...
From $183 per night (USD)
VRBO
From $606 per night (USD)
VRBO
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your ultimate island getaway on Cudjoe Key! Step into our charming coastal oasis nestled on a spacious corne ...
From $606 per night (USD)
VRBO
From $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $215 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 $215 per night (USD)
VRBO
From $183 per night (USD)
Expedia
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 $183 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Beautiful 4 bedroom 2.5 bath pool home with great boating
Bedrooms:
3
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 $151 per night (USD)
Expedia
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 $151 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $272 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 $272 per night (USD)
Expedia
From $629 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 $629 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:
4
Bathrooms:
4
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 $520 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 $520 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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)
Expedia
From $100 per night (USD)
VRBO
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience Cudjoe Key like a local in this charming 1-bedroom apartment. This nice property offers a cozy living room wi ...
From $100 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Bimini Breeze - VO 313
Bedrooms:
1
Bathrooms:
3
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 $344 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Tarpon Alley - Venture Out 509
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tarpon Alley - VO509 Canal Front35' Dockage Casually elegant, beautifully decorated, and fully stocked for your conveni ...
From $381 per night (USD)
VRBO
From $318 per night (USD)
Expedia
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)
Expedia
From $303 per night (USD)
VRBO
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 $303 per night (USD)
VRBO
$2 Bedroom Canal Home in Cudjoe Key, FL w\/ Private Pool & Extra Loft Space$
From $346 per night (USD)
Expedia
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 $346 per night (USD)
Expedia
From $788 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 $788 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Salty Dog Shack #335 - Ocean Views! Kayaks & Bikes included
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy Waterfront Escape with 35' seawall and Ocean Views Welcome to your home away from home! This delightful 2 bedroom, ...
From $655 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
$3\/2 on the Water in Paradise Monthly Rental 28 Day min.$
From $272 per night (USD)
Expedia
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)
Expedia
From $641 per night (USD)
VRBO
Reel Island Retreat #273 at Venture Out in the Florida Keys
Bedrooms:
2
Bathrooms:
3
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 $788 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 $788 per night (USD)
VRBO
$No Offering a discount from now until July 21!! 3\/2 canal front home!$
From $294 per night (USD)
Expedia
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)
Expedia
$Stunning Ocean Views! 2BR Waterfront Home w\/ Dock in Gated Keys Community$
From $820 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 $820 per night (USD)
VRBO
From $2130 per night (USD)
Expedia
Luxurious 6 Bedroom 8 Bath Open water pool home on Ramrod Key with great boating
Bedrooms:
7
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)
Expedia
From $270 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 $270 per night (USD)
VRBO
From $284 per night (USD)
Expedia
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 $284 per night (USD)
Expedia
From $158 per night (USD)
VRBO
RV Lot 611 Venture Out, Beautiful Pull-thru Site 34x51x30x69
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Experience the Keys Life here at RV Lot 611 inside Venture Out on Cudjoe Key. This spacious pull through Lot measures 3 ...
From $158 per night (USD)
VRBO
From $205 per night (USD)
Expedia
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 $205 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Fin's Hideaway - Venture Out #259
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VO259 FINS Hideaway Canal Front Home 35' Dockage Beautiful bay views at this canal front home located only 120' from the ...
From $396 per night (USD)
VRBO
From $189 per night (USD)
Expedia
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)
Expedia
From $326 per night (USD)
VRBO
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 $326 per night (USD)
VRBO
$Cozy Retreat w\/ Great Amenities$
From $279 per night (USD)
Expedia
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 $279 per night (USD)
Expedia
From $291 per night (USD)
VRBO
RV Lot 609, 69' Long, 40'Seawall
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
BIG BOATS welcome here at RV Lot 609! This spacious 35' by 69' lot features a 40' concrete seawall with open water views ...
From $291 per night (USD)
VRBO
From $618 per night (USD)
Expedia
Sailfish Haven #390 - Ocean Views, 35' seawall
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Florida Keys Waterfront Retreat with Stunning Ocean Views Welcome to your perfect getaway! This beautiful 2-bedroom, 2- ...
From $618 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 $509 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 $509 per night (USD)
Expedia
$Summerland Sanctuary: 3BR Canal Front Retreat with Private Pool, Dockage & Premier Boating\/Fishing$
From $340 per night (USD)
VRBO
Summerland Sanctuary: 3BR Canal Front Retreat with Private Pool, Dockage & Premier Boating\/Fishing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $340 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 $339 per night (USD)
VRBO
Latitude Adjustment #598, Canal front-Ocean Views
Bedrooms:
2
Bathrooms:
3
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 $339 per night (USD)
VRBO
From $251 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 $251 per night (USD)
Expedia
$Heavenly Hideaway 284\nCharming 2-bedroom house in serene Cudjoe Key w\/ WiFi, AC$
From $380 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 $380 per night (USD)
VRBO
$Salty Breezes 285\nCharming 2-bedroom house in pleasant Cudjoe Key with WiFi, AC$
From $380 per night (USD)
Expedia
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 $380 per night (USD)
Expedia
From $588 per night (USD)
VRBO
Canal Front Home in Gated Community. Fun in the Sun #342
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It's Time for some Fun in the Sun here at Venture Out's gated community on Cudjoe Key located at Mile Marker 23 in the F ...
From $588 per night (USD)
VRBO
From $253 per night (USD)
Expedia
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)
Expedia
From $184 per night (USD)
VRBO
RV Lot 473 Venture Out, Lot dimensions 52 x 36 x 45 x 57
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Experience the tranquility of this inviting and landscaped RV lot nestled within the private, gated community of Venture ...
From $184 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Sunny Gens - Venture Out #606
Bedrooms:
2
Bathrooms:
3
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 $408 per night (USD)
Expedia
From $151 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 $151 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Canal Front Home in Gated Community. Salt Life #182
Bedrooms:
1
Bathrooms:
2
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 $294 per night (USD)
Expedia
From $164 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 $164 per night (USD)
VRBO
$Sea Glass of Summerland Key!\nLocation Location Location Summerland Cove$
From $449 per night (USD)
Expedia
Sea Glass of Summerland Key!\nLocation Location Location Summerland Cove
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Get ready to relax in this delightful 3-bedroom house in Summerland Key. This adorable property features 1 king bed, 2 q ...
From $449 per night (USD)
Expedia
$SEA COVE ~ Canal Front 2 BR\/2 Ba Home in Cudjoe Key w\/ Pool!$
From $242 per night (USD)
VRBO
SEA COVE ~ Canal Front 2 BR\/2 Ba Home in Cudjoe Key w\/ Pool!
Bedrooms:
2
Bathrooms:
3
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 $242 per night (USD)
VRBO
From $273 per night (USD)
Expedia
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
CUDJOE NEST WITH ENDLESS AMENITIES … This cozy cutie is nestled in the amazing Venture Out Resort! Your clean and comfy ...
From $273 per night (USD)
Expedia
From $621 per night (USD)
VRBO
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)
VRBO
From $434 per night (USD)
Expedia
Big Blue #230, Canal front - Venture Out
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to BIG BLUE #230 in the Gorgeous Florida Keys! Introducing this beautiful vacation home located in the serene L ...
From $434 per night (USD)
Expedia
$RV Lot 377 Venture Out, Waterfront Retreat, Accommodates large\/oversized RVs$
From $186 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 $186 per night (USD)
VRBO
$Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!$
From $434 per night (USD)
Expedia
Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
Bedrooms:
4
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 $434 per night (USD)
Expedia
From $694 per night (USD)
VRBO
Mahi House #440 - 35' seawall
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Mahi House #440 Escape to paradise at Mahi House #440, your perfect getaway nestled along a quiet boating ...
From $694 per night (USD)
VRBO
$ARTIST HOUSE ~ Canal Front 4 BR\/3.5 Ba Home w\/ Pool & Ocean and Gulf Access!$
From $532 per night (USD)
Expedia
ARTIST HOUSE ~ Canal Front 4 BR\/3.5 Ba Home w\/ Pool & Ocean and Gulf Access!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
DREAM COASTAL RETREAT… If dazzling open waters and deep draft boating and dockage is what you crave, look no further. We ...
From $532 per night (USD)
Expedia
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 $366 per night (USD)
Expedia
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 $366 per night (USD)
Expedia
From $258 per night (USD)
VRBO
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 $258 per night (USD)
VRBO
From $319 per night (USD)
Expedia
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)
Expedia
$Fishermans Paradise@The Pointe on Summerland Key 2Bed\/2Bath, Pool, 120' of Dock$
From $398 per night (USD)
VRBO
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 $398 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Rv lot campground in Cudjoe Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Discover the beauty of CudJoe Key from this canal and ocean view Rv Lot campground. Nestled in a serene setting, this we ...
From $294 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Pelican Perch – 3BR Canal Front Home with Dockage, Pet-Friendly, Quick Access to Atlantic & Gulf!
Bedrooms:
3
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 $182 per night (USD)
VRBO
From $354 per night (USD)
Expedia
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)
Expedia
From $606 per night (USD)
VRBO
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Welcome to your Little Piece of Paradise #233 here at the gated community of Venture Out! This cozy, canal front, 1-bed ...
From $606 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $160 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 $160 per night (USD)
VRBO
From $425 per night (USD)
Expedia
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 $425 per night (USD)
Expedia

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Results: 288 Rentals