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 $270 per night (USD)
VRBO
Redfish @ 2 Fish Inn Waterfront Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Redfish unit is a one-bedroom suite at Two Fish Inn that offers a cozy retreat, featuring a queen bed in the bedroom ...
From $270 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Tarpon is a one-bedroom suite at Two Fish Inn that offers a cozy retreat, featuring a queen bed in the bedroom, a pl ...
From $270 per night (USD)
Expedia
From $973 per night (USD)
VRBO
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Introducing Ocean Paradise: A Luxurious Beachfront Retreat on North Captiva Island, Now Available for your next vacation ...
From $973 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Marina Gardens Condo, 2/2 with Incredible Endless Water Views! Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Marina Gardens where you find endless water views! This 2/2 condo features a full kitchen, 2 bathrooms, split ...
From $184 per night (USD)
Expedia
From $201 per night (USD)
VRBO
The Palm Tree House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
beautiful 3 bedroom 2 bath home in a 55 plus community. Situated on 1/3 of an acre and backing onto a palm tree farm, ...
From $201 per night (USD)
VRBO
From $341 per night (USD)
Expedia
3 Bed 2 Bath on Deep Canal 5 minutes to channel CLEAN & NICE. New boat hoist
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
No hurricane damage. This property is 100% ready to occupy. Nestled in Saint James City, Pine Island, Florida, this hous ...
From $341 per night (USD)
Expedia
From $261 per night (USD)
VRBO
PERFECT FISHING RETREAT, BEAUTIFUL HOME! JUST OFF PINE ISLAND SOUND.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming open plan home sleeps 4 and is a short unrestricted boat ride to the Gulf of Mexico and the Inter Coasta ...
From $261 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Boaters Paradise in St James City
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Boathouse is a recently remodeled home with waterfront access. Come and enjoy the laid back lifestyle of Pine Island ...
From $317 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Dog-friendly, canal-front getaway with a dock, screened lanai, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lavender Life Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $290 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Cozy and warm 3-bedroom cottage with a pool in the island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the peace and tranquility of island living in this super clean cozy cottage that sits on a nearly 2/3-acre lot in ...
From $207 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Escape to SALTWATER&SUNSETS -Newly Remodeled-Pool & Club Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
🏝 As soon as you step on one of the BOAT FERRIES THAT DELIVERS you to the island let your cares melt away, enjoy the l ...
From $479 per night (USD)
VRBO
From $229 per night (USD)
Expedia
3 bedroom 2 bath pool home in quiet neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a charming 3-bedroom, 2-bathroom canal home, offering a delightful pool and dock. This tastefully decorated re ...
From $229 per night (USD)
Expedia
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VRBO
Matlacha Island House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come experience the colorful charm and laid back style of Matlacha! This beautiful, bright and clean 2 bedroom, 2 bath ...
Click For Pricing
VRBO
From $336 per night (USD)
Expedia
BEAUTIFUL WATERFRONT HOME WITH SALTWATER POOL AND CANAL ACCESS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The relaxed atmosphere at this beautiful home is perfect for vacationers who want to get away from everyday stress and w ...
From $336 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Beautiful waterfront condo with gulf access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Bocilla Island Club! Just listed and AVAILABLE JANUARY, FEB AND/OR MARCH 2024. This turnkey waterfront townho ...
From $207 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Townhome with stunning view of Matlacha Pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning Views….A unique town home community nestled on the island of Matlacha. This Matlacha location is literally minu ...
From $400 per night (USD)
Expedia
From $1352 per night (USD)
VRBO
Oasis: Pool, Hot Tub, Golf Cart & Stunning Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Tortuga Sunset – Your Caribbean Escape on North Captiva Island! Transport yourself to paradise at Tortuga Su ...
From $1352 per night (USD)
VRBO
$\FLORIDAYS\ Newly Completed Private Beach House w/ Heated Pool & Spa. 2 Carts$
From $693 per night (USD)
Expedia
\"FLORIDAYS\" Newly Completed Private Beach House w/ Heated Pool & Spa. 2 Carts
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Photos updated December 2023 “FLORIDAYS" Completed in 2019, this new custom-designed and crafted 4 bedroom, 4 full bath ...
From $693 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Beautiful, cozy, clean & fresh house on a canal with private ramp, spce to moore
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This house is located at the North of Pine Island, a tranquil, scenic, peaceful, tropical scenery. The area is renown fo ...
From $239 per night (USD)
VRBO
From $386 per night (USD)
Expedia
PERFECT FAMILY GETAWAY - 3 Bedroom/2 1/2 Bath with 60' Boat Dock & Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the delightful three-bedroom getaway nestled right within Saint James City. Imagine waking up to stunning ocean ...
From $386 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Island Paradise, waterfront location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quiet island living, with quick access to pine island sound from your dock. Great kyaking, fishing and 16 miles of safe ...
From $135 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Gulf getaway! Boat dock, HEATED saltwater pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to @TheGulfGetaway an incredible canal-side home built to make memories. You'll enjoy the comfort of a fully equ ...
From $504 per night (USD)
Expedia
From $829 per night (USD)
VRBO
The Salty Conch - Luxury Just Steps To The Beach with Private Pool; Golf Cart
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Book your stay at the beautiful, new to the rental market, island house, just a short golf cart ride to the beach! The ...
From $829 per night (USD)
VRBO
Click For Pricing
Expedia
Beachfront🌊3 KING suites & bunk room🛏️Pet Friendly🐾
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Currently Under Renovation – Get Ready to Experience The All New Sunset Escape in Summer 2025! 👙GULF FRONT 180 ...
Click For Pricing
Expedia
From $1247 per night (USD)
VRBO
BLUE MANGO -- Tropical Seclusion Steps from the Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
"HURRICANE HELENE/MILTON UPDATE: We sustained only MINOR damage, mostly to the exterior landscape and are READY ...
From $1247 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Panoramic Ocean Views, Sleeps 10, Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🧭 Welcome to The Compass Rose: 🌴 Discover North Captiva Island: A hidden gem off Florida’s Gulf Coast, North Captiva ...
From $704 per night (USD)
Expedia
From $747 per night (USD)
VRBO
Windows on the Water: Beachfront Home with Stunning Views & Privacy
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover Windows on the Water, a magnificent beachfront property on North Captiva Island, offering stunning views and ul ...
From $747 per night (USD)
VRBO
From $597 per night (USD)
Expedia
La Brisa: 6-Bedroom Home with Pool, Golf Carts & Resort Amenities
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Welcome to La Brisa, a fabulous 6-bedroom home on North Captiva Island, offering luxurious accommodations for up to 14 g ...
From $597 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Saint James hidden gem. 3/2 canal front home with 3 kayaks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your gulf access waterfront paradise is waiting in quaint Saint James City. 3 Kayaks for your use to explore or fish. M ...
From $195 per night (USD)
VRBO
From $446 per night (USD)
Expedia
New! Modern 3 Bed Townhome on North Captiva Island w/Beachfront views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ahoy, land-ho! Gorgeous getaway destination ahead! Come visit La Casa Delphine: an elegant 3-bedroom waterfront haven, t ...
From $446 per night (USD)
Expedia
Click For Pricing
VRBO
Your own little bit of paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautifule trailer 1 bedroom plus sofa bed so you have planty of room for 4 people . A few steps to canal that leads to ...
Click For Pricing
VRBO
From $180 per night (USD)
Expedia
Pine Island Paradise - Saltwater Canal 2 bed/2 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for your own piece of island paradise? This beautifully decorated spacious 2 bedroom, 2 bathroom home in St. Jam ...
From $180 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Secluded Island Beach Home - Starcut Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Starcut Cottage, our dream home on our favorite island. When we stayed in this home in the spring of 2022 we ...
From $473 per night (USD)
VRBO
From $1084 per night (USD)
Expedia
BEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL
Bedrooms:
5
Bathrooms:
5
Sleeps:
17
VISIT OUR WEBSITE WWW.BEAUTYANDTHEBEACHNORTHCAPTIVA.COM BEAUTY AND THE BEACH is a 5 Bedroom with 3 Master Suites, Sleep ...
From $1084 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Corner Condo in Blue Crab Key, Bokeelia!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immaculate waterfront condo with one of the best views around. Direct access to Matlacha Pass and some of the worlds bes ...
From $175 per night (USD)
VRBO
From $11154 per night (USD)
Expedia
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax on your private screened balcony and enjoy the scenery just outside this gorgeous condo. Everything you need is he ...
From $11154 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Blue Crab Key Condo! Two Bedroom Two Bathroom!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2 bedroom, 2.5 bath condo has everything you need to enjoy the island to the fullest! Blue Crab Key is a ...
From $226 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Blue Crab Key Condo with Amazing Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful, Bright & Airy Condo with Spectacular Views of Pine Island Creek. This beautiful 2 bedroom 2 and 1/2 bath cond ...
From $174 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Captain`s Harbor Condo 2/2 on the water!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience real Florida living in this beautiful condo with all of its charm. True island decor abounds in this 2 bedroo ...
From $172 per night (USD)
VRBO
From $470 per night (USD)
VRBO
GORGEOUS HOME WITH HEATED POOL ON WATER AND COMMUNITY BOAT RAMP
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Come and enjoy Island Time in this beautiful 3 bedroom home with an amazing heated pool. This home has a large master be ...
From $470 per night (USD)
VRBO
From $96 per night (USD)
VRBO
Lovely 1-Bedroom Vacation Home with Pool & Dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax with the whole family at this peaceful place to stay. High speed WI-FI, completely furnished, fully equipped kitch ...
From $96 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Gorgeous Private Getaway-Private Pool-beautifully remodeled 3-bedroom, 2-bath.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway on Pine Island, where relaxation meets adventure! Our beautifully remodeled home in Boke ...
From $304 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Heated Pool + Lanai: Matlacha Isles Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An unforgettable Matlacha Isles getaway awaits at this radiant 3-bedroom, 2.5-bathroom vacation rental. The vibrant home ...
From $385 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This charming getaway is nestled perfectly along Jug Creek with pool, tennis courts and boat slip. Large enough for the ...
From $148 per night (USD)
Expedia
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VRBO
On-Site Canal Access: St James City Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you’re planning a snowbird retreat or a relaxing summer getaway, head to the canals of St James City for a stay ...
Click For Pricing
VRBO
$\All You Need Is Fun\ Stunning Beach Home-Pool$
From $734 per night (USD)
Expedia
\"All You Need Is Fun\" Stunning Beach Home-Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Make some memories at this unique and family-friendly place. Private home on North Captiva Island Florida. As beautiful ...
From $734 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Bokellia Tarpon Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island life Begins here. Waterfront canal. Take Your boat to Cabbage Key Boca grande Caya costa. Tarpon Capital of the W ...
From $330 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Water Views, Tropical Sunsets, Gulf Access - Villa Island Escape - Roelens Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Villa Island Escape ~ Your Tropical Island Getaway awaits! Easy Gulf Access, Amazing Water Views, and Famous Matlacha ...
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Expedia
From $487 per night (USD)
VRBO
Spectacular beach front views with a short walk to members only beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bedroom 2.5 bathroom custom built home has amazing sweeping and unobstructed views of the Gulf of Mexico with mag ...
From $487 per night (USD)
VRBO
From $651 per night (USD)
Expedia
Large home on private penninsula with waterfront and views on three sides.
Bedrooms:
0
Bathrooms:
4
Sleeps:
9
2,800 SF four bedroom waterfront home built in 2008. Located on private peninsula at the end of private road with water ...
From $651 per night (USD)
Expedia
From $680 per night (USD)
VRBO
Pirate's Captiva-Golf Cart and HOT Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Paradise!! Golf cart included with your rental. Pirates Captiva was built in 2018, and withheld Hurricane lan ...
From $680 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Captivating Cabana – Luxury home, Boat Slip, Golf Cart, Pool, Pickleball, & Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Captivating Cabana - NEW rental on secluded North Captiva Island. A short ferry ride separates you from the hustle and b ...
From $452 per night (USD)
Expedia
From $908 per night (USD)
VRBO
Luxury Beachfront Home-Lit Fishing Dock, Shelling, Stunning Sunrises- Golf Cart
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Discover a secluded and unspoiled paradise on North Captiva Island, reachable solely by ferry, private boat, or small pl ...
From $908 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Pine Island Pearl, private home on spacious lot
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Vacation home minutes from several marinas, Matlacha restaurants and shops, hiking, golf, community swimming pool and bi ...
From $153 per night (USD)
Expedia
From $159 per night (USD)
VRBO
No Rat Race here at the Royal Flush.
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Hidden oasis, Secluded 1 bedroom apartment set amongst the Royal Palms and Mango Trees. Private entrance. Plenty of room ...
From $159 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Deluxe King Suite w/Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our Deluxe King Suite is the epitome of comfort and sophistication, offering a private escape with distinct features. En ...
From $210 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Waterfront home with private pool, dock, patio, balconies, & bikes
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Maison de Sirens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $491 per night (USD)
VRBO
From $408 per night (USD)
Expedia
VRCC Villa Paradisio
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
website: www.vr-capecoral.com Villa Paradisio - Located less than 500 yards from the Stonis Park, Restaurants, Tennis C ...
From $408 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Spring Summer Specials-close to restaurants, boat ramp & marina,2 paddle-boards
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
15% off 5 days, 20% off 7+ days, 30% 30 days Your gulf access waterfront paradise awaits! Modern home with beautiful can ...
From $295 per night (USD)
VRBO
From $677 per night (USD)
VRBO
HUGE LUXURY HOME ELEVATOR/PRIVATE POOL&BEACH ACCESS/CLUB AMENITIES INCLUDED/PETS
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
CHECK OUT OUR LAST MINUTE RATE FOR ONE PRIME WEEK OPEN ********APRIL 11TH TO APRIL 18TH! INQUIRE ASAP!******* GREAT R ...
From $677 per night (USD)
VRBO
From $1004 per night (USD)
VRBO
A Beachfront Oasis - Set Sail at the SS. Minnow!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome Aboard! The SS. Minnow is a classic Florida three-bedroom pool home that sits directly on the Gulf of Mexico wi ...
From $1004 per night (USD)
VRBO
From $289 per night (USD)
Expedia
6 Person 2-Bedroom Condo with Patio - Redfish - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to our newly renovated two-bedroom condo, situated on the beautiful Gulf coast! With the ability to sleep six gu ...
From $289 per night (USD)
Expedia
From $226 per night (USD)
VRBO
6 Person 1-Bedroom Condo with Waterview Balcony - Lighthouse - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to our newly renovated one-bedroom condo with a balcony, situated on the beautiful Gulf coast! With the ability ...
From $226 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Linesider Hideaway Beach House - North Captiva Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to North Captiva Island and our home Linesider Hideaway. North Captiva is a barrier island to the west of the ma ...
From $520 per night (USD)
VRBO
From $187 per night (USD)
VRBO
4 Person 1 Bedroom Condo with Waterview Balcony- Dolphin - 4 Person 1 Bedroom Condo with Waterview Balcony - Dolphin
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our stunning one-bedroom condo room with a balcony! Imagine waking up to breathtaking views every morning and ...
From $187 per night (USD)
VRBO
From $844 per night (USD)
Expedia
Solitude North Captiva, Carts, Dock, Private Pool, Club, Sleeps 12
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
**Welcome to Solitude – Your North Captiva Island Escape** Solitude offers a truly unique North Captiva experience, ble ...
From $844 per night (USD)
Expedia
From $1533 per night (USD)
VRBO
Come Together-consist of 2 Homes4 Golf Carts2 pool
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
COME TOGETHER consist of 2 fabulous homes right next to each other. ALL YOU NEED IS FUN & HERE COMES THE FUN is more spa ...
From $1533 per night (USD)
VRBO
From $102 per night (USD)
VRBO
Book 4 nights and pay only 3 - your dream vacation awaits!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy a great time right here in one of the best places on earth! We guarantee the most beautiful sunset of Fl ...
From $102 per night (USD)
VRBO
From $103 per night (USD)
VRBO
Price drop for last-minute bookings - your perfect break!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy a great time right here in one of the best places on earth! We guarantee the most beautiful sunset of Fl ...
From $103 per night (USD)
VRBO
From $103 per night (USD)
Expedia
Price drop for last-minute bookings - your perfect break!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>Located on the waterfront, this welcoming vacation home lets you experience it all in Matlacha. Lovegrove Gallery & G ...
From $103 per night (USD)
Expedia
Click For Pricing
VRBO
Heart of Matlacha Studio-remodeled! NEW
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
It's rare to find a place that's both historic and one-of-a-kind. It’s even rarer to find a place that is historic, uniq ...
Click For Pricing
VRBO
From $457 per night (USD)
Expedia
Cozy Island home, pet friendly
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This cozy home sits right in the middle of the island and is located in a cul de sac street making it very quiet and pri ...
From $457 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Serenity abounds. Astounding sunsets, beautiful waters & perfect weather.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy easy living in a relaxed golf course community ....bike trails, nature walks, kayaking, boating, fishing, golf and ...
From $150 per night (USD)
VRBO
From $794 per night (USD)
VRBO
Blue Heron * fish, boat, wine, dine, relax, repeat
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Welcome to the Blue Heron. This beautiful home will win your heart - a place to create amazing memories. Located in Boke ...
From $794 per night (USD)
VRBO
From $650 per night (USD)
VRBO
SeaStar North Captiva, Private Pool, Near Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sea Star is a exquisite new vacation beach home fully equipped and built to a high standard. The home is a spacious one ...
From $650 per night (USD)
VRBO
From $83 per night (USD)
VRBO
Island Escape 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a two bedroom, one bathroom, 950 sq. ft. apartment, located on the first floor of a duplex. It is situated on a ...
From $83 per night (USD)
VRBO
From $121 per night (USD)
VRBO
Studio Condo, just minutes from Charlotte Harbor and great island shopping!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Captains Cove waterfront end unit-Studio condo, 1 Bath, second floor, with parking under unit. Queen size Murphy bed an ...
From $121 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
ED Refnr. 3170641 This beautifully Tropical-appointed stilt house is located on Bokeelia with a view of Charlotte Harbo ...
From $481 per night (USD)
Expedia
From $467 per night (USD)
VRBO
New Listing!! Dolphin Watch-3 Bedroom Beach Front on North Captiva
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Our house is located directly on the beach! We are located on the northeast side of the island (the bay side just south ...
From $467 per night (USD)
VRBO
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Expedia
Lookout Cottage in Bokeelia! 2/2 Cottage with Boat Trailer Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come visit the Lookout Cottage! This cottage has the old Florida charm perfect for a vacation rental in Bokeelia! Offeri ...
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Expedia
From $665 per night (USD)
VRBO
Luxury island home with a private pool, game area, golf carts, club access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Hakuna Matata – Worry-Free Island Living on North Captiva Escape to Hakuna Matata, a bright, beautiful 3-bedroom, 2-bat ...
From $665 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away…
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This cozy, 3 bedroom bungalow cottage is nestled on a peninsula located in the heart of Matlacha Florida. With the conve ...
From $505 per night (USD)
Expedia
From $374 per night (USD)
VRBO
THREE MASTER SUITES-POOL -WATERFRONT ON CORNER LOT - BOAT LIFT -OUTDOOR KITCHEN
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our beautiful newly remodeled home away from home is located in St. James City, Florida. It was just remodeled from the ...
From $374 per night (USD)
VRBO
From $499 per night (USD)
Expedia
New Tropical House in Bokeelia w/pool,mooring post, access to the Gulf of Mexico
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This beautifully Tropical-appointed stilt house is located on Bokeelia with a view of Charlotte Harbor from across the ...
From $499 per night (USD)
Expedia
From $729 per night (USD)
VRBO
Rum Cove: Private Heated Pool, Golf Cart, Docks, Airstrip & Sleeps 10
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
You'll have the entire home to yourself and will only share it with other guests in your party. This Island Treasure ha ...
From $729 per night (USD)
VRBO
From $554 per night (USD)
VRBO
The Barrancas Barnacle! A Private Canal-Front Island Oasis w/ Dock, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A one-of-a-kind Private Water-Front Bokeelia Property! Enjoy over an acre of gulf-access island living with this rare r ...
From $554 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Beach Please, North Captiva, FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This hidden gem is a breathtaking tropical paradise! North Captiva is accessible only by ferry, boat, jet ski, or small ...
From $438 per night (USD)
VRBO
From $516 per night (USD)
VRBO
Paradise on Franzone HEATED POOL & OUTDOOR BAR
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Hurricane Ian Updated Description: Hurricane Ian hit Pine Islands very hard. The property has been getting som ...
From $516 per night (USD)
VRBO
From $1231 per night (USD)
VRBO
Beachfront 3-Bedroom Oasis on North Captiva Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
🏠 Charming Interior Design & Coastal Furnishings 🏖️ Private Beach w/ Loungers 🌴 Spectacular Bay Views & Sunrises! ☀️ ...
From $1231 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Crab Cove Inn. 3/2 Direct Gulf Access with 50 ft sea wall.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to our 3-bedroom, 2-bathroom canal front home with a fully equipped kitchen. Enjoy dinner on the deck or in the d ...
From $144 per night (USD)
VRBO
From $604 per night (USD)
VRBO
Waterfront with Private Dock!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: 🛥️ Private dock for boating, fishing, or relaxing 🚣‍♂️ Kayak launch next door — kayaks included! 🌅 Stunning ...
From $604 per night (USD)
VRBO
From $162 per night (USD)
Expedia
The Flamingo at Sandpiper 2 bed 2 bath waterfront location with dock and lift
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A stunning 2-bedroom, 2-bathroom coastal retreat where you can park your boat right behind your house! Enjoy the ultimat ...
From $162 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Sunset Retreat on Matlacha. Charming 2/1 house on Matlacha Pass.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our cozy 2-bedroom, 1-bathroom waterfront retreat in the heart of Matlacha, Florida! Nestled on the serene wa ...
From $227 per night (USD)
VRBO

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