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

From $724 per night (USD)
VRBO
THE BIRDS & THE BEACH - 4 bed 3 bath, Sleeps 12, HUGE Private Pool, 2 GOLF CARTS
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
SPACIOUS 4 BR. 3 BATH - sleeps 12 in beds, 2 Golf Carts, PRIVATE HEATED POOL , Most of the house is completely new, ...
From $724 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Sunset Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Matlacha, it’s a water sports paradise! World class fishing, boating, kayaking, beautiful sunrises and sunsets! See natu ...
From $195 per night (USD)
VRBO
From $398 per night (USD)
VRBO
Butterfly Breeze on North Captiva Island, Ask About Special Fall and Low Occupancy Rates
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Escape to your own slice of island paradise at Butterfly Breeze – a luxurious retreat just moments away from the beach o ...
From $398 per night (USD)
VRBO
From $329 per night (USD)
Expedia
North Captiva waterfront Townhome with dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sea Turtle townhouse is a beautifully decorated three bedroom townhouse located in Safety Harbor Club on the unspoil ...
From $329 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Fun'n Sun-Charming 3 BR/3 baths waterfront villa- pool, spa, dock, fishing poles
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property is a boater’s and fisherman’s delight. Fully stocked, and beautifully furnished 3-bedroom 3-bathroom water ...
From $291 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Captiva Beach Sunset: Gulf Front, Pool, NCIC, 2 Carts, Reserve Fall Dates Now!
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
Captiva Beach Sunset 5 BR / 4.5 BA | Sleeps 15 in beds (plus 2 twin recliners, perfect for kids!) | Beachfront | Private ...
From $793 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Mermaid Waterfront Hideaway Great fishing, kayaking, boat lift available too!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming Florida home on the water. Located in quaint little village of St. James City, this property is away from the t ...
From $138 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Paradise awaits you at the Bocilla Island Club on Pine Island Florida.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Come enjoy a beautiful gulf access condo in Bocilla Island Club, at the northern tip of Pine Island. Enjoy your morning ...
From $192 per night (USD)
Expedia
From $636 per night (USD)
VRBO
LUNAR TIDES - 3 BR/2 BA - Your dream vacation spot! Private Pool - 1 Golf Cart
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your dream vacation to an island paradise is just a few clicks away! Lunar Tides is located on the barrier island of No ...
From $636 per night (USD)
VRBO
From $1052 per night (USD)
Expedia
The MAINE DECK - BRAND NEW DESIGNER HOME WITH PRIVATE POOL AND 2 GOLF CARTS
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
BRAND NEW HOME - SCHEDULED FOR COMPLETION 02/28/2022 Welcome to the Maine Deck! Our beautiful dream home is brand new w ...
From $1052 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Fish, Swim, Boat, Kayak, Snorkel, Bike, Hike, Dolphin Watch and Island Hopping.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Perhaps you have spent vacations in a large busy city that is full of famously produced theatre presentations and name b ...
From $159 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Tropical Island Resort Nestled on the Gulf Coast of Southwest Florida
Bedrooms:
2
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 $261 per night (USD)
Expedia
From $552 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 $552 per night (USD)
VRBO
From $209 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 $209 per night (USD)
Expedia
From $268 per night (USD)
VRBO
3/2 Heated Pool, Waterfront w/ Boat Lift!
Bedrooms:
2
Bathrooms:
3
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 $268 per night (USD)
VRBO
From $296 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 $296 per night (USD)
Expedia
From $101 per night (USD)
VRBO
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 $101 per night (USD)
VRBO
From $206 per night (USD)
Expedia
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 $206 per night (USD)
Expedia
From $250 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 $250 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Stunning canal-front home with pools, AC, W/D & hammock
Bedrooms:
3
Bathrooms:
2
Sleeps:
9
Bocilla Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $449 per night (USD)
Expedia
From $1618 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 $1618 per night (USD)
VRBO
From $263 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 $263 per night (USD)
Expedia
From $543 per night (USD)
VRBO
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. Put yourself on Island time in this beautifu ...
From $543 per night (USD)
VRBO
From $769 per night (USD)
Expedia
Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
Bedrooms:
2
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)
Expedia
From $661 per night (USD)
VRBO
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 $661 per night (USD)
VRBO
From $618 per night (USD)
Expedia
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 $618 per night (USD)
Expedia
From $587 per night (USD)
VRBO
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 $587 per night (USD)
VRBO
From $1431 per night (USD)
Expedia
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 $1431 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Private Pool & Deck: Canalfront St James City Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Endless aquatic activities await at this St. James City vacation rental! This 3-bedroom, 2-bathroom home offers a Gulf C ...
From $215 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Bokeelia Cottage w/ Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Find a tropical paradise in your own backyard at this 2-bedroom, 2-bathroom Bokeelia vacation rental cottage! With all o ...
From $188 per night (USD)
Expedia
From $727 per night (USD)
VRBO
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 $727 per night (USD)
VRBO
From $690 per night (USD)
Expedia
5BR Island Home - Private Pool, Game Room & Golf Cart - Steps to Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Island Splash is a 5-bedroom, 4-bath vacation home on the secluded North Captiva Island, offering an idyllic getaway for ...
From $690 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Coconut Castaway-Ocean Views, Golf Cart, Club Pool, Walk to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**Once booked, you will need to complete and sign a vacation rental agreement** Welcome to Coconut Castaway, your idyll ...
From $510 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Pet-Friendly Oasis w/ Deck & Fire Pit in Bokeelia!
Bedrooms:
2
Bathrooms:
3
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 $1008 per night (USD)
VRBO
SPRAWLING PRIVATE BEACHFRONT - Sleeps 10, perfect for a family, 2 golf carts
Bedrooms:
3
Bathrooms:
4
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 $1008 per night (USD)
VRBO
From $218 per night (USD)
Expedia
3 Minutes to Open Water! Great Fishing Retreat on Gulf-Access Canal! Over $125 Free Daily Activities
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Tarpon Camp in beautiful Bokeelia, FL - your own private retreat in the heart of the Tarpon Capital of the Wo ...
From $218 per night (USD)
Expedia
From $300 per night (USD)
VRBO
8 Person 2-Bedroom Condo with Waterview Balcony - Tarpon - Welcome to our stunning two-bedroom condo room with a balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Welcome to our stunning two-bedroom condo room with a balcony! Imagine waking up to breathtaking views every morning, an ...
From $300 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Quiet, clean townhouse. Relaxing winner. Harbor view, short Gulf walk…
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nice relaxing townhome…. Simple, white, clean…. A few steps from the harbors edge. Great place to escape from work, or ...
From $340 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Waterfront Gulf Access- Just a few minutes to Big Water.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The San Carlos Bay is across the street. If it's fishing and boating you want then this home could be perfect for you. B ...
From $225 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Bokeelia Island Oasis: Waterfront, Private Dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Get a taste of island living at this delightful 3-bedroom, 3-bath Bokeelia escape! Ideally located at the tip of Pine Is ...
From $373 per night (USD)
Expedia
From $760 per night (USD)
VRBO
Fully renovated Luxury Beach House w pool! HUGE 5 BD 5 BA 9 beds! Sleeps 16+!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
*This property is located on North Captiva which is only accessible by ferry or boat. * Our home, Dreamcatcher, is on N ...
From $760 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Fisherman's Dream
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Here is an opportunity to rent one of the best waterfront units on Pine Island. The gorgeous views are across the water ...
From $154 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
From $139 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 $139 per night (USD)
Expedia
From $259 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 $259 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Dog-Friendly, Canal-Front Home with Canal Access, Central AC, and WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Flamingo Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $208 per night (USD)
Expedia
Click For Pricing
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 $669 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 $669 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Waterfront condo located in the waterfront paradise of Bokeelia
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Incredible waterfront views in this fully stocked Bocilla Island Club condominium. This is an end unit which gives a pan ...
From $251 per night (USD)
Expedia
From $193 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 $193 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Piece of Paradise for All Seasons!!! Bring Your Boat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Castaway Cottage is waiting for you! Come enjoy fishing and boating, or just relax with a cocktail in the screened lanai ...
From $239 per night (USD)
Expedia
From $761 per night (USD)
VRBO
Kaya Del Sol, the perfect family trip!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to a magical island paradise! This quintessential family or couples' retreat inspires a relaxed peaceful ambience ...
From $761 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Well Equipped Pet/Smoke Free Family Home - bring your boat!
Bedrooms:
3
Bathrooms:
2
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
From $251 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 $251 per night (USD)
VRBO
From $253 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 $253 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
North Captiva Retreat A Whisper Away from Pristine Gulf Shores Elevate your Florida vacation by choosing our 2-bedroom, ...
From $411 per night (USD)
VRBO
From $1194 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 $1194 per night (USD)
VRBO
Click For Pricing
VRBO
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
VRBO
From $421 per night (USD)
Expedia
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 $421 per night (USD)
Expedia
From $286 per night (USD)
VRBO
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 $286 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $242 per night (USD)
VRBO
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 $242 per night (USD)
VRBO
From $242 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
From $879 per night (USD)
VRBO
Private & Spacious [2300sqft] home w/Pool,Hot Tub,Golf Cart, Pet Friendly & Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Complete exterior renovation completed March 2023 Welcome to our home on North Captiva Island. Remote and undiscovered, ...
From $879 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:
3
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 $180 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 $180 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 ...
Click For Pricing
VRBO
From $403 per night (USD)
Expedia
(NO STORM DAMAGE AVAILABLE FOR IMMEDIATE RENTAL) BEAUTIFUL GULF ACCESS HOME .
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***UPDATED PICS 11/10/24 Immaculate saltwater canal Gulf access with no bridges minutes from open water. It doesn't get ...
From $403 per night (USD)
Expedia
From $712 per night (USD)
VRBO
Hidden Treasure - near Beach-Pool- Club Use - Dock available - 10% off weekly !!
Bedrooms:
3
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 $712 per night (USD)
VRBO
From $790 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 $790 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
From $460 per night (USD)
Expedia
Updated St James City Home on Canal w/ Pool & Dock
Bedrooms:
2
Bathrooms:
4
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 $460 per night (USD)
Expedia
From $331 per night (USD)
VRBO
My Sea Shack~ 1 minute to beach, SH Club access, golf cart
Bedrooms:
3
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 $331 per night (USD)
VRBO
From $436 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 $436 per night (USD)
Expedia
From $262 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 $262 per night (USD)
VRBO
From $348 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 $348 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Waterfront Matlacha Home w/ Hot Tub & Grill!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fall into a routine of sunbathing, boating, and enjoying the Florida gulf breeze from the comfort of this Matlacha Islan ...
From $297 per night (USD)
VRBO
From $176 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 $176 per night (USD)
Expedia
From $791 per night (USD)
VRBO
Stella Marris- N. Captiva Island | Luxury Beachfront Retreat
Bedrooms:
6
Bathrooms:
3
Sleeps:
6
Stella Maris - N. Captiva Island | Luxury Beachfront Retreat Discover ultimate seclusion at Stella Maris, our luxury Nor ...
From $791 per night (USD)
VRBO
From $212 per night (USD)
Expedia
🔆🏝LITTLE PARADISE🏝🔆
Bedrooms:
2
Bathrooms:
3
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 $212 per night (USD)
Expedia
From $527 per night (USD)
VRBO
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 $527 per night (USD)
VRBO
From $992 per night (USD)
Expedia
Flamingo Beach: Beachfront Home with Endless Relaxation & Gulf Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Flamingo Beach House, your ultimate beachfront retreat on North Captiva Island. This luxurious 5-bedroom home ...
From $992 per night (USD)
Expedia
From $280 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 $280 per night (USD)
VRBO
From $173 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 $173 per night (USD)
Expedia
From $394 per night (USD)
VRBO
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)
VRBO
From $279 per night (USD)
Expedia
Pine Island Beach House! *Gulf Access, Heated Pool, Hot Tub & Boat Dock*
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the "Blue Marlin"! St. James City on Pine Island is a fishing and boating community with old Florida charm! ...
From $279 per night (USD)
Expedia
From $230 per night (USD)
VRBO
First-floor, snowbird-friendly townhouse w/ shared pool, WiFi, central AC, & W/D
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mermaid Haven at Bocilla Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $230 per night (USD)
VRBO
From $375 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 $375 per night (USD)
Expedia
From $905 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 $905 per night (USD)
VRBO
From $260 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 $260 per night (USD)
Expedia
From $739 per night (USD)
VRBO
Dream house near the beach, private pool, steps from the beach!
Bedrooms:
3
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 $739 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Beautiful waterfront Key West style home with a pool
Bedrooms:
3
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
Click For Pricing
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
From $264 per night (USD)
Expedia
Island Vibe! 3/2 Salt Water Heated Pool with Bonus Room, Waterfront!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Island Vibe! Gorgeous 3 bedroom two bath with heated salt water pool with incredible Gulf access is your perf ...
From $264 per night (USD)
Expedia
From $1054 per night (USD)
VRBO
Manatee Haven: Screened-in Pool, Spa and Elevator! 2 Golf Carts
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Manatee Haven has been fully rebuilt and renovated post Hurricane Ian. The house is spectacular. Manatee Have ...
From $1054 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Bokeelia Retreat - Fishing Docks & Canals Nearby!
Bedrooms:
2
Bathrooms:
3
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 $279 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Pine Island Bokeelia, Twin Palms a 2 Bedroom, 2 Bath Home on Canal
Bedrooms:
1
Bathrooms:
2
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 $494 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 $494 per night (USD)
VRBO

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