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 $392 per night (USD)
VRBO
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 $392 per night (USD)
VRBO
From $139 per night (USD)
VRBO
Studio Redfish Room in Matlacha/Fisherman's Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy great days right here in one of the best places on earth! We guarantee the most beautiful sunset of Flor ...
From $139 per night (USD)
VRBO
From $162 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 $162 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Sunset Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Matlacha, it’s a water sports paradise! World class fishing, boating, kayaking, beautiful sunrises and sunsets! See natu ...
From $482 per night (USD)
VRBO
From $324 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 $324 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Laid Back Old Florida Style Home with Pool and Hammock Gardens
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome!! Fish & Sips is a gorgeous, "Old Florida" style home located on Pine Island. It is a hidden gem for fishing and ...
From $382 per night (USD)
VRBO
From $772 per night (USD)
VRBO
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 $772 per night (USD)
VRBO
From $146 per night (USD)
Expedia
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 $146 per night (USD)
Expedia
From $220 per night (USD)
VRBO
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 $220 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Private Pool Home Spectacular Sunsets Steps from the Beaches & StarLink Internet
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Your search for the PERFECT beach vacation house is over with your search for "Captiva Isles on North Captiva Island, FL ...
From $855 per night (USD)
VRBO
From $625 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 $625 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Studio Tarpon Suite in Matlacha/Fisherman's Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy great days right here in one of the best places on earth! We guarantee the most beautiful sunset of Flor ...
From $135 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Private Hideaway in Pine Island community Pool and Marina a few steps away.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is my personal dream getaway I’m newly sharing with avid travelers looking to escape their hectic lives and live in ...
From $131 per night (USD)
VRBO
From $604 per night (USD)
Expedia
Private Elevated Pool & Deck!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to North Captiva Island! A short, ferry ride separates you from reality, for your tropical paradise vacation. A ...
From $604 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Pine Island Condo in beautiful Bokeelia, Florida 2 bed, 2 1/2 bath, w/boat dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2 bath condo featuring a king size bed and a queen ...
From $177 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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 $230 per night (USD)
Expedia
From $272 per night (USD)
VRBO
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Find your ideal vacation home that fisherman and their wives love to bring their familys and vacation in Matlacha.Plenty ...
From $272 per night (USD)
VRBO
Click For Pricing
Expedia
Moonshine Acres Tropical Horse Farm
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Moonshine Acres is located in the historic Saint James section of Pine Island. Our home is conveniently located near num ...
Click For Pricing
Expedia
From $277 per night (USD)
VRBO
Beautiful Waterfront Ideal for fishing and boating!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a fisherman;s paradise with a boat lift, and you are only minutes from the waters of Pine Island Sound. This ar ...
From $277 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Romantic beach home with golf cart Remodeled Coastal charm
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Amazing property , newly renovated vacation home with 1800 square feet for you to enjoy , all air conditioned . Enjoy i ...
From $313 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Southwest Florida Home Pool Fishing Biking Hiking Sun & Fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty and charm of Pine Island, Florida, with our spacious three-bedroom vacation rental, complete with a ...
From $447 per night (USD)
VRBO
From $485 per night (USD)
VRBO
LaySea 8 - Across from Nature Preserve and steps to the best beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LaySea 8 is an octagonal house with a spectacular 360 degree view of the Gulf of Mexico, Nature Preserve and Pine Island ...
From $485 per night (USD)
VRBO
From $242 per night (USD)
VRBO
The Blue Lagoon With Heated Pool /on the Canal With NEW Boat Lift and Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Please come and enjoy our 2BR / 2BA 1410 Sq ft. POOL home located in the quaint fishing village of Matlacha. ...
From $242 per night (USD)
VRBO
$☀︎🏝⛱︎ Beachfront Elegance⛱︎🏝☀︎ \n[2025 Spring + Summer Weeks Available Now!]$
From $1272 per night (USD)
Expedia
☀︎🏝⛱︎ Beachfront Elegance⛱︎🏝☀︎ \n[2025 Spring + Summer Weeks Available Now!]
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our unique, fully renovated island home is 75 steps from the beach with spectacular panoramic views. Spring -> Summer ...
From $1272 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Island Oasis/Hidden Beach House-Private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This traditional, Florida-style island cottage is situated less than 200 yards down a private path to the Gulf of Mexic ...
From $485 per night (USD)
VRBO
$Newly Renovated Island Pool Home\n$
From $465 per night (USD)
Expedia
Newly Renovated Island Pool Home\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Paradise, no cars, no crowds. Located in the Castaway Key subdivision on the island, this charming cottage ha ...
From $465 per night (USD)
Expedia
From $773 per night (USD)
VRBO
Private beach oasis -- 2-minute walk to the ocean! w/ Golf Cart & Club Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The first thing you See or should we say "Sea" is the breathtaking Gulf of America from virtually everywhere from each ...
From $773 per night (USD)
VRBO
From $842 per night (USD)
VRBO
BEACH FRONT with the best sunsets on the island!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Newly remodeled, ON THE BEACH! OCEAN FRONT HOME ON PRISTINE SANDY WHITE BEACHES Spectacular views, best sunsets! WE ar ...
From $842 per night (USD)
VRBO
From $446 per night (USD)
VRBO
The Salty Snook - LARGE BEACH HOME w/VIEWS!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
SPECIAL OPENING PRIME 4TH OF JULY WEEK AVAILABLE! JUNE 28TH or earlier to JUNE 5! Please inquire! - 7 night+ rental! ...
From $446 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Spectacular Nature! Waterfront! Prime Fishing! Bring Boat, 2 Free Kayaks.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropical paradise that can't be beat! Incredible views! Taking reservations for 2025. No hurricane damage. Fishing enthu ...
From $392 per night (USD)
Expedia
From $795 per night (USD)
VRBO
EXCLUSIVE AT THE BEACH: Private Pool, Golf Cart, Avail Book Now!!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to Gulf Swells & Sea Shells – your ultimate oceanfront haven! Completely renovated, this stunning Large, 5-bedro ...
From $795 per night (USD)
VRBO
From $480 per night (USD)
VRBO
Rockstar Beach House North Captiva Island, 25’ boat slip, NCIC pools, golf cart
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*NORTH CAPTIVA AND THIS HOUSE ARE ONLY ACCESSIBLE BY FERRY BOAT. ...
From $480 per night (USD)
VRBO
From $139 per night (USD)
VRBO
Studio Redfish Room in Matlacha/Fisherman's Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy great days right here in one of the best places on earth! We guarantee the most beautiful sunset of Flor ...
From $139 per night (USD)
VRBO
From $122 per night (USD)
Expedia
Studio Grouper Room in Matlacha/Fisherman's Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy great holiday days right here in one of the best places on earth! We guarantee the most beautiful sunset ...
From $122 per night (USD)
Expedia
From $842 per night (USD)
VRBO
Tipsy Turtle: Views from 4 Decks, Swim-up Pool Bar
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Are you familiar with what it takes to vacation on North Captiva Island, FL? (If you are, you're welcome to jump down to ...
From $842 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Beautiful house / charming Island / great fishing, manatees, dolphins. NO LANAI
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Grandpa Rudy first came to Pine Island in 1954 and our family has been coming ever since! Grab a cup of coffee (tea or ...
From $337 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Studio Snook Suite in Matlacha/Fisherman's Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy great days right here in one of the best places on earth! We guarantee the most beautiful sunset of Flor ...
From $136 per night (USD)
VRBO
From $311 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 $311 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Studio Tarpon Suite in Matlacha/Fisherman's Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will enjoy great days right here in one of the best places on earth! We guarantee the most beautiful sunset of Flor ...
From $135 per night (USD)
VRBO
From $637 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 $637 per night (USD)
Expedia
From $969 per night (USD)
VRBO
Private Luxury Beach Escape, Heated Pool • 2 Golf Carts • Steps from the Sand
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Your Perfect Winter Escape Awaits at La Casa Del Sol! This Fall & Holiday Season: Unbeatable Rates on Your Getaway! En ...
From $969 per night (USD)
VRBO
From $252 per night (USD)
Expedia
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 $252 per night (USD)
Expedia
From $981 per night (USD)
VRBO
Peace of Paradise: Guest favorite, Waterfall pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Are you familiar with what it takes to vacation on North Captiva Island, FL? (If you are, you're welcome to jump down to ...
From $981 per night (USD)
VRBO
From $301 per night (USD)
Expedia
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 $301 per night (USD)
Expedia
From $806 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 $806 per night (USD)
VRBO
From $659 per night (USD)
Expedia
166 - La Brisa North Captiva
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 $659 per night (USD)
Expedia
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
$\PERFECT SHELL\LUXURY HOUSE STEPS 2 OCEAN*LRG POOL*FRONT BALCONY*AMENITY PACKED!$
From $461 per night (USD)
VRBO
\"PERFECT SHELL\"LUXURY HOUSE STEPS 2 OCEAN*LRG POOL*FRONT BALCONY*AMENITY PACKED!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
***Great Rates, Heated Pool Home, with an Excellent Island Location - High and Dry area which matters! And only Steps t ...
From $461 per night (USD)
VRBO
From $396 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 $396 per night (USD)
VRBO
From $957 per night (USD)
Expedia
Sanderella- Ocean Front Vacation Home w/ Large Private Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to Sanderella, North Captiva's most family-fun oriented rental with the best unobstructed views of the water and ...
From $957 per night (USD)
Expedia
From $149 per night (USD)
VRBO
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 $149 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
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 $677 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 $677 per night (USD)
Expedia
From $225 per night (USD)
VRBO
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)
VRBO
From $145 per night (USD)
VRBO
Cozy Tropical Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy 2 bedroom /1 bath retreat - located on a quiet residential street. Within walking distance to boat ramp, kayak ren ...
From $145 per night (USD)
VRBO
From $646 per night (USD)
VRBO
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 $646 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Private Heated Pool + Golf Cart + 2 King Suites & Bunkroom - North Captiva
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Secluded island escape with a heated pool, outdoor kitchen & golf cart. Sleeps 10 with 2 king suites + bunkroom — perfec ...
From $491 per night (USD)
Expedia
From $646 per night (USD)
VRBO
Endless Summer - In Search of the Perfect House in North Captiva, sleeps 10.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy the Endless Summer for your next vacation getaway. Endless Summer is a 3 bedroom 2.5 bath home with a heated pool ...
From $646 per night (USD)
VRBO
From $478 per night (USD)
VRBO
2B/2B Private Heated Pool, Golf Cart, Club Access, Games,
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Thank you for your interest in Magic Po'Cean and North Captiva Island. Leave your car (and your cares) at The Island Cl ...
From $478 per night (USD)
VRBO
From $208 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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
Expedia
$Windows on the Water \W.O.W\ An ocean front oasis!$
From $737 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 $737 per night (USD)
VRBO
From $240 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 $240 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This charming home is in the perfect location on North Captiva Island. The private heated pool and hot tub won’t stop yo ...
From $520 per night (USD)
VRBO
From $396 per night (USD)
Expedia
North Captiva Island Beach House/60 Second Walk to 4 Miles of Awesome Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
***** NEW GOLF CART WITH RENTAL***** Winterhaven 4550 Oyster Shell Drive North Captiva Island, Florida NORTH CAP ...
From $396 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
From $255 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 $255 per night (USD)
Expedia
From $681 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 $681 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Come spend some island time at Reel Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Reel Paradise is a two bedroom two bathroom house on a fenced in large lot located in Matlacha, Florida. The inside is f ...
From $269 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Peacock Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Awesome Matlacha Beauty- Vacation Rental, perfect for snowbirds & your little furry friend too!! Enjoy the warm Florida ...
From $286 per night (USD)
VRBO
From $286 per night (USD)
Expedia
☀️TRANQUILITY VILLA☀️
Bedrooms:
3
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 $286 per night (USD)
Expedia
Click For Pricing
VRBO
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 Starts Here! Welcome to Villa Island Escape—a dreamy waterfront haven ...
Click For Pricing
VRBO
From $388 per night (USD)
Expedia
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 $388 per night (USD)
Expedia
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 $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 – Cozy Island Escape with Gulf Access & Heated Pool Welcome to Villa Boat House, a charming petite para ...
From $253 per night (USD)
Expedia
From $458 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 $458 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Comfortable and relaxing house located on a deep water canal.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cute little house located on a deep water canal in the heart of Matlacha. Hurricane Milton was a true disaster for most ...
From $157 per night (USD)
Expedia
From $1426 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 $1426 per night (USD)
VRBO
From $1507 per night (USD)
Expedia
BEACHFRONT, HEATED POOL, KAYAKS/SUP, LANAI W/ GULF VIEWS, 85' DOCK, 2 GOLF CARTS
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
* ALWAYS CLEANED AND SANITIZED BY A PROFESSIONAL CLEANING SERVICE!! Welcome to North Captiva Island, a private, bridge-l ...
From $1507 per night (USD)
Expedia
From $675 per night (USD)
VRBO
HUGE LUXE HOUZ/ELEVATOR/PRIVATE POOL&BEACH ACCESS/+ CLUB AMENITIES/PETS/2CARTS!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
GREAT RATES!!!! A WOW PROPERTY! WELCOME TO THE NEW AND SIMPLY AMAZING "SHORE TO PLEASE" on THE BEAUTIFUL BARRIER ISLAND ...
From $675 per night (USD)
VRBO
From $490 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 $490 per night (USD)
Expedia
From $1109 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 $1109 per night (USD)
VRBO
From $507 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 $507 per night (USD)
Expedia
From $293 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 $293 per night (USD)
VRBO
From $805 per night (USD)
VRBO
Beachy Keen, newly constructed pool home near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
A stay in Paradise! Beautifully appointed, newly built home on your own secluded Upper Captiva island. 3 bedroom 2.5 b ...
From $805 per night (USD)
VRBO
From $350 per night (USD)
VRBO
A Personal Waterfront Micro-Resort on SW Florida's Pine Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
The Coconut Cabana is BACK after much clean up and repair from the past Hurricanes Ian, Helene and Milton. This is a ver ...
From $350 per night (USD)
VRBO
From $242 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 $242 per night (USD)
Expedia
From $830 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 $830 per night (USD)
VRBO
From $159 per night (USD)
Expedia
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)
Expedia
From $450 per night (USD)
VRBO
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 scree ...
From $450 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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 $213 per night (USD)
Expedia
From $180 per night (USD)
VRBO
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)
VRBO
From $239 per night (USD)
Expedia
BEAUTIFUL GULF ACCESS DEEP CANAL HOME .
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Immaculate saltwater canal Gulf access with no bridges minutes from open water. It doesn't get any better than this. Loo ...
From $239 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Waterfront Property with Dock and 2 Minute Walk to the Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful, brand new, resort style, four bedroom home completed in October, 2020 and located right on Rum Road; walking ...
From $556 per night (USD)
VRBO
From $149 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 $149 per night (USD)
Expedia
From $646 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 $646 per night (USD)
VRBO
From $909 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 $909 per night (USD)
Expedia
From $133 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 $133 per night (USD)
VRBO
From $465 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 $465 per night (USD)
Expedia

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