Calusa Land Trust and Nature Preserve of Pine Island, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Calusa Land Trust and Nature Preserve of Pine Island, Florida on RentalSaver.com!

Calusa Land Trust and Nature Preserve of Pine Island Rentals

$Stunning canal-front home with pools, AC, W\/D & hammock$
From $444 per night (USD)
VRBO
Stunning canal-front home with pools, AC, W\/D & hammock
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Bocilla Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $444 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Has all of the modern comforts-hidden in the palm and mango groves.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect for those seeking a peaceful retreat or just to get away for some time alone. This original Florida cracker-styl ...
From $154 per night (USD)
VRBO
From $739 per night (USD)
VRBO
Island Daze: Modernized Kitchen and Endless Relaxation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Whether you plan to fish, beach-comb, relax in the sun, play in the pool, enjoy nature or do nothing this is your ideal ...
From $739 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Tropical Island Resort Nestled on the Gulf Coast of Southwest Florida
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Bocillia Island Club located in Bokeelia on the north-end of Pine Island on Florida’s west coast and the last of Old Flo ...
From $283 per night (USD)
Expedia
From $695 per night (USD)
VRBO
CaptiVista! Your dream waterfront escape! Rustic luxury with unbelievable views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning waterfront property in gorgeous Safety Harbor Club. Enjoy breathtaking views and the best the island has to off ...
From $695 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Pelican`s Preserve in St. James City!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this beautiful 2 bedroom 2 bath with a screened lanai and an open deck to enjoy views of the canal. King bedroom i ...
From $221 per night (USD)
Expedia
$3\/2 Heated Pool Home on the Water in St. James City! No Hurricane Damage!$
From $358 per night (USD)
VRBO
3\/2 Heated Pool Home on the Water in St. James City! No Hurricane Damage!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*No Hurricane Helene or Milton Damage* Fresh and airy pool home on the water in St. James City! This property offers 3 b ...
From $358 per night (USD)
VRBO
$2\/2 Pool Home on the Water, Boat Lift Included!$
From $335 per night (USD)
Expedia
2\/2 Pool Home on the Water, Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come and truly enjoy what Florida living is all about. This newly remodeled two bedroom 2 bathroom home is a pleasure to ...
From $335 per night (USD)
Expedia
$RENTAL READY! Newly Renovated 2\/2 POOL Home with BOAT LIFT, INCREDIBLE ACCESS$
From $257 per night (USD)
VRBO
RENTAL READY! Newly Renovated 2\/2 POOL Home with BOAT LIFT, INCREDIBLE ACCESS
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Banana Haven! This immaculate, newly renovated 2 bedroom, 2 bathroom home is waterfront with direct access to ...
From $257 per night (USD)
VRBO
$2\/2 Privacy in Pine Island!$
From $112 per night (USD)
Expedia
2\/2 Privacy in Pine Island!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Pineland is one of the most unique areas on Pine Island. It is beautiful and features the Randell Research Center which ...
From $112 per night (USD)
Expedia
$Welcome to Porchfish! 3\/2 in St. James City! Boat lift & Beautiful Views! No Hurricane Damage$
From $238 per night (USD)
VRBO
Welcome to Porchfish! 3\/2 in St. James City! Boat lift & Beautiful Views! No Hurricane Damage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to peace, welcome to paradise, welcome to PORCHFISH! This beautiful 3 bedroom, 2 bath home on Pine Island in St. ...
From $238 per night (USD)
VRBO
From $333 per night (USD)
VRBO
St. James City Vacation Home with Private Dock, Pool and Gulf Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rum N Reel • St. James City Vacation Rental If you're looking for a fabulous waterfront vacation home with a private poo ...
From $333 per night (USD)
VRBO
From $884 per night (USD)
VRBO
Tropical Family Oasis: Pool, Spa, Golf Cart
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Green Tortuga: Your Tropical Oasis Awaits! Escape to Green Tortuga and experience the ultimate Caribbean get ...
From $884 per night (USD)
VRBO
$Tropical Paradise! Gorgeous 3\/3 Pool Home!$
From $279 per night (USD)
Expedia
Tropical Paradise! Gorgeous 3\/3 Pool Home!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Zuzu's Fancy is a wonderful 3 bedroom, 3 bathroom home in a quiet St. James City neighborhood. This home is sure to ple ...
From $279 per night (USD)
Expedia
$Waterfront Matlacha Condo w\/ Patio + Pool Access!$
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VRBO
Waterfront Matlacha Condo w\/ Patio + Pool Access!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience an 'Island Getaway' at this 2-bedroom, 2.5-bath end-unit condo in Matlacha! Nestled in a tropical landscape, ...
Click For Pricing
VRBO
$Matlacha\/Cape Coral - Kokopelli House - relax, it's your Island lifestyle$
From $571 per night (USD)
Expedia
Matlacha\/Cape Coral - Kokopelli House - relax, it's your Island lifestyle
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This three-story SW facing residence offers unsurpassed views of the bay. Guest Note: At this time the elevator referr ...
From $571 per night (USD)
Expedia
From $769 per night (USD)
VRBO
Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
All brand new. Complete remodel. Be the 1st guest in. Located overlooking Safety Harbor. 2 Amazing decks overlooking the ...
From $769 per night (USD)
VRBO
From $821 per night (USD)
Expedia
Dolphin Cottage: Beachfront Home with Stunning Views & Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Dolphin Cottage, a delightful beachfront retreat on North Captiva Island, known for its tranquil "Old Florida ...
From $821 per night (USD)
Expedia
From $664 per night (USD)
VRBO
Shell Yeah! - 3BR Home with Pool, Gulf Views & Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to Shell Yeah!, your ultimate 3-bedroom beachfront escape on North Captiva Island. This newly renovated home is ...
From $664 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Flamingo House: Gulfside Getaway with Pool & Golf Cart Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Flamingo House, a lovely tropical retreat on North Captiva Island, offering a unique Gulfside getaway. This 3 ...
From $704 per night (USD)
Expedia
From $1665 per night (USD)
VRBO
Key Lime Time: Private Pool and Panoramic Gulf Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to 169 - Key Lime Time, a stunning 5 bedroom, pool home with breathtaking Gulf views on North Captiva Island. Th ...
From $1665 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Private Pool & Deck: Canalfront St James City Home
Bedrooms:
2
Bathrooms:
5
Sleeps:
5
Endless aquatic activities await at this St. James City vacation rental! This 3-bedroom, 2-bathroom home offers a Gulf C ...
From $250 per night (USD)
Expedia
$Bokeelia Cottage w\/ Private Pool$
From $198 per night (USD)
VRBO
Bokeelia Cottage w\/ Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Find a tropical paradise in your own backyard at this 2-bedroom, 2-bathroom Bokeelia vacation rental cottage! With all o ...
From $198 per night (USD)
VRBO
From $1108 per night (USD)
Expedia
Manatee Manor: Exclusive Beachfront Retreat with Gulf Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Manatee Manor, your ultimate beachfront retreat on North Captiva Island. Situated in one of the island's most ...
From $1108 per night (USD)
Expedia
From $1621 per night (USD)
VRBO
The Green Flash: Gulf Front Home with Private Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Discover Paradise Reimagined: The Newly Renovated Green Flash on North Captiva Island **Pool and Outdoor Kitchen are cu ...
From $1621 per night (USD)
VRBO
From $757 per night (USD)
Expedia
5BR Island Home - Private Pool, Game Room & Golf Cart - Steps to Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Island Splash is a 5-bedroom, 4-bath vacation home on the secluded North Captiva Island, offering an idyllic getaway for ...
From $757 per night (USD)
Expedia
From $632 per night (USD)
VRBO
Coconut Castaway-Ocean Views, Golf Cart, Club Pool, Walk to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*When booking 5+ guests there will be an added fee of $75 per night for the use of an additional golf cart. Please make ...
From $632 per night (USD)
VRBO
$Pet-Friendly Oasis w\/ Deck & Fire Pit in Bokeelia!$
From $346 per night (USD)
Expedia
Pet-Friendly Oasis w\/ Deck & Fire Pit in Bokeelia!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Hitch up your boat, gather the family, and embark on an unforgettable Florida adventure to this luxurious vacation renta ...
From $346 per night (USD)
Expedia
From $1562 per night (USD)
VRBO
SPRAWLING PRIVATE BEACHFRONT - Sleeps 10, perfect for a family, 2 golf carts
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to SEA LA VIE beach house, your luxurious home away from home at the shore. Our private 4 bedroom beach house of ...
From $1562 per night (USD)
VRBO
From $283 per night (USD)
Expedia
SANDY TUNDRA TOWNHOUSE, WATER-VIEWS, BOAT SLIP, PRIVATE BEACH, CLUB ACCESS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SANDY TUNDRA is a luxurious 3 bedroom waterfront townhouse with Safety Harbor Club access and the use of a private boat ...
From $283 per night (USD)
Expedia
From $659 per night (USD)
VRBO
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come, enjoy this 3 bedroom/2 bath 2000 sq.ft. home in Saint James City with over 150 feet of seawall. This Villa is a fi ...
From $659 per night (USD)
VRBO
From $701 per night (USD)
VRBO
The Wheelhouzz - Luxury Island Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Wheelhouzz is a beautiful three-bedroom beach property in Safety Harbor Club on North Captiva Island. It is privatel ...
From $701 per night (USD)
VRBO
From $241 per night (USD)
VRBO
The Quarterdeck Cottage~Boat dockage available directly across the street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
With dockage (across the street at my privately owned property) and golf carts available for your stay (additional fee)B ...
From $241 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Cozy, clean duplex with outdoor dinning.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Have your vacation in Paradise! This duplex is located in the heart of Pine Island a couple of blocks of the four way st ...
From $145 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Yellow Fin Cabin of Matlacha
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Famous Matlacha island with tourism and fishing. Many restaurants and bars at walking distance. The best fishing off a b ...
From $235 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Dog-Friendly, Canal-Front Home with Canal Access, Central AC, and WiFi
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Flamingo Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $202 per night (USD)
Expedia
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VRBO
Beautiful Monthly Condo at the Buccaneer. Minutes from off shore fishing.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The one bedroom one bathroom condo available minutes from Matlacha Florida. The Buccaneer is located on Pine Island and ...
Click For Pricing
VRBO
From $171 per night (USD)
VRBO
The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
* We survived IAN, we have completely remodeled and are back to being fully functional. ** Get away to the Crab Shack, ...
From $171 per night (USD)
VRBO
$Windows on the Water \W.O.W\ An ocean front oasis!$
From $836 per night (USD)
VRBO
Windows on the Water \"W.O.W\" An ocean front oasis!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
House, 3 bedrooms - 3 full bath. Our renovated home is named "Windows on the Water" because of the spectacular wall of ...
From $836 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Waterfront condo located in the waterfront paradise of Bokeelia
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Incredible waterfront views in this fully stocked Bocilla Island Club condominium. This is an end unit which gives a pan ...
From $236 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Pine Island Private Getaway with Dock! (CDC Safe)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Absolutely the best location and value on Pine Island! Beautifully designed, spacious and private two bedroom home with ...
From $200 per night (USD)
VRBO
$Well Equipped Pet\/Smoke Free Family Home - bring your boat!$
From $225 per night (USD)
Expedia
Well Equipped Pet\/Smoke Free Family Home - bring your boat!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
WE DON'T LIVE IN A SQUARE WORLD, WHY VACATION IN A SQUARE HOUSE? Come and experience the unique feel of a round house de ...
From $225 per night (USD)
Expedia
$Reel Paradise! 2\/2 with So Much Waterfront! Boat Lift Included!$
From $327 per night (USD)
VRBO
Reel Paradise! 2\/2 with So Much Waterfront! Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Two bedroom two bath incredible home with water views from all angles! Large lot including, tiki wet-bar, plenty of spac ...
From $327 per night (USD)
VRBO
From $757 per night (USD)
VRBO
Kaya Del Sol, the perfect family trip!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to a magical island paradise! This quintessential family or couples' retreat inspires a relaxed peaceful ambience ...
From $757 per night (USD)
VRBO
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VRBO
Sophisticated home with private pool & fast WiFi - walk & ferry to attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Eagles Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For Pricing
VRBO
From $267 per night (USD)
Expedia
Waterfront Petite Retreat with Private Pool & Gulf Access - Villa Boat House - Roelens Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Boat House Escape to paradise with this petite retreat villa featuring a private heated Pool & DIRECT Gulf Acces ...
From $267 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
North Captiva Retreat A Whisper Away from Pristine Gulf Shores Elevate your Florida vacation by choosing our 2-bedroom, ...
From $531 per night (USD)
VRBO
From $1365 per night (USD)
VRBO
Gulf of America Beach House, Private Pool, 360 Island Views Airstrip Membership
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Perfect Landing on North Captiva Island. 4 bedroom 3 bath.. 3 King suites plus bunkroom. Owner has Airstrip membership a ...
From $1365 per night (USD)
VRBO
From $395 per night (USD)
VRBO
FlipFlopper Beach House - 3 Min to The Beach - Golf Carts and Club Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 5 m ...
From $395 per night (USD)
VRBO
$Waterfront Matlacha Island Cottage w\/ Dock!$
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Expedia
Waterfront Matlacha Island Cottage w\/ Dock!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to 'Breezy's Hangout' where all you need for a good time is your sunglasses and swimsuit. Located just blocks fr ...
Click For Pricing
Expedia
From $501 per night (USD)
VRBO
Treetops: Bright Island Home with Golf Cart & Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Treetops, an elegant and bright island home on North Captiva Island, perfect for a quick getaway. This 3-bedr ...
From $501 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Modern Villa SW of Cape Coral in quiet Surfside Blvd area with gulf access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Privacy, silence and relaxation are guaranteed at Villa Eyleen, located at one of the widest canals in Cape Coral. The r ...
From $293 per night (USD)
Expedia
Click For Pricing
VRBO
Great Winter Get Away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy refuge is Waterfront both sides right on Back Bay in Bokeelia. Your boat dock is 10 paces from your front door ...
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VRBO
From $244 per night (USD)
Expedia
Direct Gulf Access Island Retreat - Boat Lift, No Bridges, Convenient Location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This amazing, spacious stilt home offers 2 bedrooms and 2 bathrooms, Direct Gulf Access, Covered Boat Lift, gorgeous vie ...
From $244 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Luxury in Paradise!! Tropical Island Hideaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully Appointed Home in Bokeelia. Lots of light. Peaceful, private and relaxing atmosphere at one with nature. The ...
From $262 per night (USD)
VRBO
$3\/2 in Bokeelia with INCREDIBLE GULF ACCESS, BOAT SLIP INCLUDED! Spacious upstairs unit with amazing porch overlooking canal!$
From $11199 per night (USD)
Expedia
3\/2 in Bokeelia with INCREDIBLE GULF ACCESS, BOAT SLIP INCLUDED! Spacious upstairs unit with amazing porch overlooking canal!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for a rental in Bokeelia? Look no further than PortoBello-21! This property is located at the end of a canal tha ...
From $11199 per night (USD)
Expedia
From $864 per night (USD)
VRBO
An Island Favorite - Private Pool&Hot Tub💦 Golf Carts🚙 2300 sq ft 🏠 South Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Complete exterior renovation completed March 2023 Welcome to our home on North Captiva Island. Remote and undiscovered, ...
From $864 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Welcome to Seabatical a barrier island get-away accessible only by boat or ferry
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy North Captiva Island! Seabatical, 3BR/2BA townhouse, with great views waiting for you to enjoy sitting on the scre ...
From $385 per night (USD)
Expedia
From $205 per night (USD)
VRBO
NEWLY REMODELED-Peaceful Florida Island Home-5 minute canal ride to Gulf waters!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Come relax in our Pine Island dream home--a charming, open and colorful floor plan will remind you that you are on a Flo ...
From $205 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Island Home within the Pines and Palms; Kayaks, Bikes, and Inviting Porches~
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Unique custom-built Key West style piling home with outdoor shower, plentiful parking underneath as well as long drivewa ...
From $204 per night (USD)
Expedia
Click For Pricing
VRBO
You are on the Henley canal, in Saint James.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The location is awesome here. You are minutes away from Sanibel and Captiva by boat. Bring your boat, the ramp and slip ...
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VRBO
From $450 per night (USD)
Expedia
(NO STORM DAMAGE AVAILABLE FOR IMMEDIATE RENTAL) BEAUTIFUL GULF ACCESS HOME .
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***UPDATED PICS 11/10/24 Immaculate saltwater canal Gulf access with no bridges minutes from open water. It doesn't get ...
From $450 per night (USD)
Expedia
From $758 per night (USD)
VRBO
Hidden Treasure - near Beach-Pool- Club Use - Dock available - 10% off weekly !!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
X marks the spot! Choose Hidden Treasure for your ultimate Island Getaway. Tucked away on at the end of a quiet cul-de- ...
From $758 per night (USD)
VRBO
From $980 per night (USD)
Expedia
SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
SERENITY NOW has Gulf Sunrises and expanded Harbour views! luxurious 6~ bedrooms (4 Kings) 5~ full bathroom, 2 Golf Cart ...
From $980 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Adorable Waterfront Condo, Boat Slip and Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pine Island in Southwest Florida is a year-round getaway. Whether you are escaping a cold winter, or heading to the coas ...
From $338 per night (USD)
VRBO
$Updated St James City Home on Canal w\/ Pool & Dock$
From $425 per night (USD)
Expedia
Updated St James City Home on Canal w\/ Pool & Dock
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Slip on your flip flops and grab your sunscreen, as this 4-bedroom, 2-bath Saint James City vacation rental awaits! The ...
From $425 per night (USD)
Expedia
From $337 per night (USD)
VRBO
My Sea Shack~ 1 minute to beach, SH Club access, golf cart
Bedrooms:
4
Bathrooms:
2
Sleeps:
6
Let "My Sea Shack" be your home away from home while you recharge your mind, body and soul on our island oasis, North Ca ...
From $337 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Gorgeous, Peaceful Island Retreat-3 Bedroom-2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
It’s time for a Cool Change! Brand new rental available on Upper Captiva Island! Cool Change is a recently renovated, br ...
From $442 per night (USD)
Expedia
$Beautiful waterfront 2-bed\/2-bath island getaway on Matlacha Island.$
From $266 per night (USD)
VRBO
Beautiful waterfront 2-bed\/2-bath island getaway on Matlacha Island.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Coqui Palace is a waterfront two bedroom, two bath island getaway in the Historic Matlacha Fishing Village. Fish fro ...
From $266 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Better than Paradise...Bokeelia, FL. This quaint little fishing town located at the northend Pine Island, FL is perfect ...
From $351 per night (USD)
Expedia
$Waterfront Matlacha Home w\/ Hot Tub & Grill!$
From $356 per night (USD)
VRBO
Waterfront Matlacha Home w\/ Hot Tub & Grill!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Fall into a routine of sunbathing, boating, and enjoying the Florida gulf breeze from the comfort of this Matlacha Islan ...
From $356 per night (USD)
VRBO
From $1081 per night (USD)
Expedia
Stella Marris- N. Captiva Island | Luxury Beachfront Retreat
Bedrooms:
8
Bathrooms:
3
Sleeps:
6
Experience Coastal Paradise at Our Beachfront Retreat Welcome to our stunning 3-bedroom, 4-bathroom beachfront home, off ...
From $1081 per night (USD)
Expedia
From $253 per night (USD)
VRBO
🔆🏝LITTLE PARADISE🏝🔆
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come and enjoy this amazing location! The house is cozy and inviting, with a nice view of the canal, easy access to the ...
From $253 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Just Listed - Beautifully renovated waterfront 2 bedroom home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic 2 - bdrm 3 - bed waterfront (w doc) home ready for guests now. Perfect location on the north tip of Pine Isla ...
From $534 per night (USD)
Expedia
From $1020 per night (USD)
VRBO
Flamingo Beach: Beachfront Home with Endless Relaxation & Gulf Views
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to Flamingo Beach House, your ultimate beachfront retreat on North Captiva Island. This luxurious 5-bedroom home ...
From $1020 per night (USD)
VRBO
From $191 per night (USD)
Expedia
TURTLE COTTAGE AN ISLAND OASIS - PINE ISLAND
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
"ISLAND VIBE" "Pine Island" Turtle Cottage is a totally remodeled, fully furnished and well appointed home located in th ...
From $191 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Paradise Found with Pool & 2 Boat lifts
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This gorgeous 3/2 offers a wonderful gulf access, split plan dressed in island style complete with pool, 2 boat lifts an ...
From $287 per night (USD)
VRBO
From $394 per night (USD)
Expedia
NEW!! The “WATERSIDE” COTTAGE~With dockage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
World class tarpon fishing, superb flats fishing for reds, & Snook in the mangroves, Trout in the grass, giant Sharks in ...
From $394 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Pine Island Beach House! *Gulf Access, Heated Pool, Hot Tub & Boat Dock*
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome to the "Blue Marlin"! St. James City on Pine Island is a fishing and boating community with old Florida charm! ...
From $314 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Waterfront House, 2 Bdr, 2 bath, Boat Lift, Trailer Parking, and 2 Kayaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
House upgraded in April 2023 on the water across from Sanibel Island at the end of Monroe Canal. Enjoy the awesome vie ...
From $196 per night (USD)
Expedia
$First-floor, snowbird-friendly townhouse w\/ shared pool, WiFi, central AC, & W\/D$
From $238 per night (USD)
VRBO
First-floor, snowbird-friendly townhouse w\/ shared pool, WiFi, central AC, & W\/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Mermaid Haven at Bocilla Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $238 per night (USD)
VRBO
$The Blue Pearl-walk to beach, 3B\/2B with screened porch, and NCIC (pools & more)$
From $405 per night (USD)
Expedia
The Blue Pearl-walk to beach, 3B\/2B with screened porch, and NCIC (pools & more)
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This cute open concept home is great for gathering, relaxing, and making memories. Stroll just a few minutes to the whit ...
From $405 per night (USD)
Expedia
From $864 per night (USD)
VRBO
4 Bedroom Beach Home on a Private Island with a Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy spectacular views of Captiva Pass and Pine Island Sound from this professionally decorated Tropical Island Beach h ...
From $864 per night (USD)
VRBO
From $298 per night (USD)
Expedia
SEASIDE VILLA MANATEE BAY in quiet location on Pine Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the Island Life in our sun filled vacation home located off Manatee Bay, just north of Saint James City on Pine Is ...
From $298 per night (USD)
Expedia
From $781 per night (USD)
VRBO
Dream house near the beach, private pool, steps from the beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Coquina Beach House - a five bedroom house, in North Captiva. North Captiva is a private Island, just a sh ...
From $781 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Beautiful waterfront Key West style home with a pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Private, spacious Key West style home located on a canal with quick access to the pine Island sound. 3 bedroom 3 full ...
From $338 per night (USD)
Expedia
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VRBO
Breathtaking Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
It’s an authentic Florida paradise! This special place is close to everything, making it easy to plan your visit whethe ...
Click For Pricing
VRBO
$Island Vibe! 3\/2 Salt Water Heated Pool with Bonus Room, Waterfront!$
From $349 per night (USD)
Expedia
Island Vibe! 3\/2 Salt Water Heated Pool with Bonus Room, Waterfront!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*No Hurricane Damage* Welcome to Island Vibe! Brand new look! Gorgeous 3 bedroom two bath with heated salt water pool wi ...
From $349 per night (USD)
Expedia
From $1134 per night (USD)
VRBO
Manatee Haven: Screened-in Pool, Spa and Elevator! 2 Golf Carts
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Manatee Haven has been fully rebuilt and renovated post Hurricane Ian. The house is spectacular. Manatee Have ...
From $1134 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Bokeelia Retreat - Fishing Docks & Canals Nearby!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Prepare for rest and relaxation when you book a stay at this 3-bedroom, 2-bathroom vacation rental home in Bokeelia! Loc ...
From $221 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Pine Island Bokeelia, Twin Palms a 2 Bedroom, 2 Bath Home on Canal
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you are looking to get away from it all and surround yourself in Florida's tropical nature then Pine Island is the pl ...
From $169 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Unique Charlotte Harbor experience on a comfortable Schucker 436 trawler.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Boaters Only at this time. I want to welcome boaters to an experience of a lifetime! You must have a boat that you can ...
From $259 per night (USD)
VRBO
From $382 per night (USD)
VRBO
The Bokeelia Boathouse, waterfront, Boat Dock, Pine Island, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Paradise awaits you at our recently renovated island get away home. Located on the water in Bokeelia on Pine Island we ...
From $382 per night (USD)
VRBO
From $753 per night (USD)
Expedia
Beach's Edge, On the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful home is right on the Florida sugar sand beach, which is often uninhabited except by wading birds, ghost c ...
From $753 per night (USD)
Expedia
From $803 per night (USD)
VRBO
Perfect Placement, A beautiful beachfront home
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This beautiful home (sleeps 6 adults and 4 children) is extremely close to the ocean and a Florida sugar sand beach whic ...
From $803 per night (USD)
VRBO
From $1144 per night (USD)
Expedia
New luxury pool home, 2 min to beach, 360 water views, club available
Bedrooms:
6
Bathrooms:
7
Sleeps:
19
Overview of the property: • Sublime is a brand new, stunning 3,200 square foot, 7-bedroom, 6-bathroom, luxury beach hom ...
From $1144 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Canal Life On Matlacha!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Canal life says it all as you relax in this unique spacious home on the quaint little island of Matlacha. Sleeps 8 easil ...
From $393 per night (USD)
VRBO
From $1027 per night (USD)
Expedia
BEAUTIFUL OCEANFRONT BEACH LOCATION - View dolphins & Manatees from Living Room!
Bedrooms:
3
Bathrooms:
6
Sleeps:
18
This oceanfront 6 bedroom home is located on North Captiva Island and can accommodate up to 16 people. It comes with th ...
From $1027 per night (USD)
Expedia
From $554 per night (USD)
VRBO
STEPS TO THE BEACH - Private Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
* ISLAND ACCESSED BY FERRY ONLY LANIKAI is a 2 bedroom, 2 bath house only steps from the beach, with a private heated p ...
From $554 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Seaside Villa Destin - Single home with privat pool in the heart of Pine island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our Seaside Villa Destin is idyllically located on Pine Island, which is situated in front of Cape Coral. Especially for ...
From $246 per night (USD)
Expedia

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