Calusa Land Trust and Nature Preserve of Pine Island Rentals
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Large Suite #102 with Canal Views
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Each unit consists of its own private, screened in lanai. Full kitchens with stove, fridge, microwave, dishes, coffee ma ...
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From $75 per night (USD)VRBO
RELAX in SW Florida! Peace & tranquility awaits!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy peace, & tranquility in your very own oasis. This quaint Florida bungalow offers 1.25 acres of beautiful landscape ...
From $75 per night (USD)VRBO
From $100 per night (USD)HomeAway
"Tropic Bird", a boaters retreat, Waterfront canal home with boat dock.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape the Everyday, and enjoy this 2 bedroom, one bath canal home, with dock, in the heart of the one of the best fishi ...
From $100 per night (USD)HomeAway
From $200 per night (USD)VRBO
Gorgeous Safety Harbor Townhouse #80 just steps away from Island Girl Ferry.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our home, a 3 BR 2 BA townhouse located within Safety Harbor Club on North Captiva Island. Safety Harbor Cl ...
From $200 per night (USD)VRBO
From $279 per night (USD)HomeAway
Popular Island Waterfront Vacation Home!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
Do you like vacationing on a peaceful setting on the water? How about boating, fishing, kayaking? Then this house is fo ...
From $279 per night (USD)HomeAway
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 $300 per night (USD)HomeAway
Brand New Home in 2018 Gulf Access with 10,000 lb lift & Wrap Around Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brand new house finished in January, 2018 with 3 bedrooms, 2 full baths, walk around dock with a 10,000 pound lift and ...
From $300 per night (USD)HomeAway
From $200 per night (USD)VRBO
Pine Island Condo in beautiful Bokeelia, Florida 2 bed, 2 1/2 bath, w/boat dock
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2bath condo featuring a king size bed and a queen s ...
From $200 per night (USD)VRBO
From $245 per night (USD)HomeAway
Private Living on Pine Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Wonderful manufactured 2/2 home. Located close to Pine Island center, community pool, museum & library. This home offers ...
From $245 per night (USD)HomeAway
From $130 per night (USD)VRBO
Quaint 2 Bedroom 2.5 Bathroom Condo On Beautiful Pine Island Bokeelia Florida
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
Peaceful and Secluded in a Waterfront Community. This 2 bedroom 2.5 bath condo is located in beautiful Bokeelia Florida ...
From $130 per night (USD)VRBO
From $300 per night (USD)HomeAway
Beautiful ocean view - pool home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 bedroom home 100 yards to the beach! Beautiful ocean views from the third floor deck. Pool and pool bar/ ...
From $300 per night (USD)HomeAway
From $95 per night (USD)VRBO
Luxury Pvt Pool&Spa Home 300 feet to Beach Sleeps 12 in beds
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 12
Luxurious 4 bedroom, 5 bath beach home with private swimming pool and jacuzzi. This professionally designed and decorat ...
From $95 per night (USD)VRBO
From $425 per night (USD)HomeAway
Beautiful Waterfront/Ideal for fishing & Kayaking & I have 2 Kayaks in garage
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $425 per night (USD)HomeAway
From $25 per night (USD)VRBO
Redfish Cottage at Hidden Treasures - Matlacha
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This rustic treasure of Old Florida will take you back to a simpler time when the gulf tide and the sound of fishermen h ...
From $25 per night (USD)VRBO
From $50 per night (USD)HomeAway
Pine Island Paradise Resort of Matlacha
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ABOUT OUR PINE ISLAND PARADISE Pine Island Paradise Cottage is in the center of Matlacha Village, with the bay on both ...
From $50 per night (USD)HomeAway
From $150 per night (USD)VRBO
Waterfront Home in Paradise - 2/2 Sleeps 6 - Minutes To The Gulf Of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lovely waterfront ranch home with 2/2 beds and baths, additional garage, dock and screened lanai. Plus a Murphy bed tha ...
From $150 per night (USD)VRBO
From $300 per night (USD)HomeAway
Paradise Found/ North Captiva / Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a remote tropical island paradise that can only be accessed by ferry, private boat or small private airplane. ...
From $300 per night (USD)HomeAway
From $125 per night (USD)VRBO
Great Condo, Boat Slip, Tennis Courts, 2 Pools,Gated Fishing D
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 7
Beautifully upgraded yet very comfortable condo it the best fishing spot! Over looking the pool and watet inlet. Enjoy t ...
From $125 per night (USD)VRBO
From $671 per night (USD)HomeAway
ON-THE-BEACH, HEATED POOL,7 KAYAKS,6 FAT TIRE BIKES,2 PADDLE BOARDS, 5 KING BEDS
- Bedrooms:
- 6.5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to North Captiva Island, a private, bridge-less island accessible only by boat. North Captiva was separated f ...
From $671 per night (USD)HomeAway
From $274 per night (USD)VRBO
North Captiva Point House - Boat/Water Taxi Only
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
****This property can only be accessed by boat or water taxi.**** The North Captiva Point House was built by Barnacle ...
From $274 per night (USD)VRBO
From $120 per night (USD)HomeAway
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 $120 per night (USD)HomeAway
From $359 per night (USD)VRBO
Walk to Private Beach and Island Club/Free kayaks/Bikes/Olympic Sized Pools
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
Spend a week on this idyllic Florida island accessible only by boat or ferry- no cars on the island, only golf carts. ...
From $359 per night (USD)VRBO
From $229 per night (USD)HomeAway
Steps to Pineland Marina, Alden Pines Golf & Tennis & Historic Tarpon Lodge
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Fabulous, Heated, Salt Water Pool, NO harsh Chlorine! Welcome to our colorful, comfortable & immaculate pool home, loc ...
From $229 per night (USD)HomeAway
From $325 per night (USD)VRBO
Pet friendly well located updated home with dock/lift on 8th Ave. Spacious lot.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2/2 updated manufactured home is the perfect getaway from the hustle and bustle of life. With 1158 sq ft of open co ...
From $325 per night (USD)VRBO
From $80 per night (USD)HomeAway
Very Private Island Retreat But Still Close To People and Places.
- 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 $80 per night (USD)HomeAway
From $110 per night (USD)VRBO
*** Book the last available nights for the Main Season NOW ***
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You will enjoy great holidays right here in one of the best places on earth! We guarantee the most beautiful sunset of ...
From $110 per night (USD)VRBO
From $234 per night (USD)HomeAway
TWIN PALM VILLA, Quiet Cozy Clean
- 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 $234 per night (USD)HomeAway
From $100 per night (USD)VRBO
Gulf Island Villas II on Pine Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*On Pine Island! *Steps to Gulf access canal, marina, boat & kayak launch. *Possible to expand floor plan for larger gro ...
From $100 per night (USD)VRBO
From $150 per night (USD)HomeAway
KINSEY'S BEACH SHACK - SURROUNDED BY BEACH!! *Recently Updated*
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The North Captiva Fish Camp is located on the peninsula of the island nestled between Safety Harbor and Pine Island Soun ...
From $150 per night (USD)HomeAway
From $240 per night (USD)VRBO
Second Star is nestled in palms and just 800' to the beach overlooking the lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Second Star is a peaceful place with a state-of-the-art interior, a unique 3 bedroom, 2 bath, 1450 sf house, nestled in ...
From $240 per night (USD)VRBO
From $250 per night (USD)HomeAway
Affordable, waterfront luxury!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Getting back to nature is what a Bokeelia getaway is all about, and the Buccaneer house is perfect for both relaxing and ...
From $250 per night (USD)HomeAway
From $550 per night (USD)VRBO
BLUE MANGO, Tropical Seclusion, Steps From the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
THE FUN STUFF: Only 100 feet from 4 MILES OF WHITE SAND BEACH. PRIVATE POOL with abundant decks. Activities for the w ...
From $550 per night (USD)VRBO
From $357 per night (USD)HomeAway
Premier Beachfront Location
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
The first thing you See or should we say "Sea" is the breathtaking Gulf of Mexico from virtually everywhere. Feel the s ...
From $357 per night (USD)HomeAway
From $479 per night (USD)VRBO
THE BEACH HOUSE - BEACHFRONT
- Bedrooms:
- 5.5
- Bathrooms:
- 4
- Sleeps:
- 8
THE BEACH HOUSE This North Captiva Island vacation home THE BEACH HOUSE is a relaxed, elegant 4 bedroom, 3.5 bathroom h ...
From $479 per night (USD)VRBO
From $100 per night (USD)HomeAway
Stardance Pool, 2 golf carts
- 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 $100 per night (USD)HomeAway
From $100 per night (USD)VRBO
Fishermen, Kayakers & Birdwatchers Paradise -Fish in 5 Minutes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location: Bokeelia, Pine Island, Florida South West Florida, USA (25 miles to Fort Myers International Airport) A fishe ...
From $100 per night (USD)VRBO
From $179 per night (USD)HomeAway
Island Time Bungalow - Welcome to Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Time is the name of our rental Bungalow and Island Time Zone Begins Here is the first sign you see when crossing ...
From $179 per night (USD)HomeAway
From $85 per night (USD)VRBO
Well Equipped 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 d ...
From $85 per night (USD)VRBO
From $99 per night (USD)HomeAway
Gorgeously-appointed 4-bedroom beach home steps away from pristine beaches.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Nestled among coconut palms and lush tropical landscaping, the Turtle's Nest is steps away from Upper Captiva's white sa ...
From $99 per night (USD)HomeAway
From $100 per night (USD)VRBO
Fishing Paradise. Direct access to Pine Island Sound and the Gulf waters.
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 3
This cottage is a fishing paradise. There is a 20 foot seawall for your boat to dock right at the cottage with direct c ...
From $100 per night (USD)VRBO
From $559 per night (USD)HomeAway
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
- Bedrooms:
- 3.5
- 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 $559 per night (USD)HomeAway
From $209 per night (USD)VRBO
Fisherman's Paradise on the Canal with Covered Boat Lift and Dock/ Gulf Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please come and enjoy our beautiful 3 BR/2BA 1865 Sq ft home located in the quaint fishing village of Matlacha. Matlach ...
From $209 per night (USD)VRBO
From $359 per night (USD)HomeAway
Freshly updated home with gulf access; May availability
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bring your boat, binoculars or bike to this four-bedroom, two-bath home on Pine Island for a week or a month of relaxati ...
From $359 per night (USD)HomeAway
From $199 per night (USD)VRBO
Toby's View Apt #2, Incredible Matlacha Views & Fishing from your yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Apt #2is on the second floor and has 1 bedroom with queen size bed, a living room with a sleeper sofa, a kitchenette, an ...
From $199 per night (USD)VRBO
From $179 per night (USD)HomeAway
Enchanting North Captiva Hideaway just 400' from Gulf Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Tequila Sunset is our luxury island cottage, perched in the palm trees- just 400' from the gulf on North Captiva islan ...
From $179 per night (USD)HomeAway
From $759 per night (USD)VRBO
Private Pool Home , Steps from the Beach and SPECTACULAR Sunsets from the Porch
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 7
Your search for the PERFECT beach vacation house is over with your search for "Havana Breeze on North Captiva Island, FL ...
From $759 per night (USD)VRBO
From $204 per night (USD)HomeAway
Pine Island Waterfront Condo Gated, Marina, Pool, Restaurant, View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Pine Island, is an 18 mile long tropical island paradise, where every morning is magnificent from sunrise to the sunset. ...
From $204 per night (USD)HomeAway
From $209 per night (USD)VRBO
Ultimate luxury resort style home on Matlacha
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This is a single family home in highly desirable Matlacha. Matlacha features fun art galleries, dining and boating. Th ...
From $209 per night (USD)VRBO
From $300 per night (USD)HomeAway
1 Minute to Beach, Luxury New pool home, Gulf sunrise and sunset Views
- Bedrooms:
- 5.5
- Bathrooms:
- 7
- Sleeps:
- 18
Overview of the property: • No Worries Atoll is a stunning 3,300 square foot pool home that was completely renovated in ...
From $300 per night (USD)HomeAway
From $125 per night (USD)VRBO
Waterfront Townhouse - End unit with boat slip!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
One of the nicest units in Bocilla Island Club!! Beautiful waterfront end-unit condo with boat slip on the northern tip ...
From $125 per night (USD)VRBO
From $150 per night (USD)HomeAway
Blue Macaw Charming Home, Near Beach and Club, Cart
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Macaw is a lovely 3 bedroom home just a block from the beach. The home was recently renovated and refurnished like ...
From $150 per night (USD)HomeAway
From $235 per night (USD)VRBO
Spacious, Club Use, Golf Cart, Magnificent Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Rent this spacious home full of light and color with magnificent views of Captiva Pass, Cayo Costa and the Gulf. As a m ...
From $235 per night (USD)VRBO
From $125 per night (USD)HomeAway
Adorable Cottage, Secluded, Golf Cart, Club Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the shade of a giant sea grape tree, Calliope Cottage is the perfect spot to rest after a day of island adven ...
From $125 per night (USD)HomeAway
From $500 per night (USD)VRBO
The Maine Deck Breathtaking Views - Pool- Steps to the beach - 2 Golf Carts!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Maine Deck, a spectacular 4 bedroom, 4 bathroom home that sleeps 10- Completely remodeled and ready for ...
From $500 per night (USD)VRBO
From $170 per night (USD)HomeAway
Secluded Bokeelia House w/ Pool & Ocean View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Picture yourself living the good life at this gorgeous 2-bedroom, 2-bathroom vacation rental house that is perfect for a ...
From $170 per night (USD)HomeAway
From $240 per night (USD)VRBO
Pelican Pointe, Beachfront, Elevator, Club Cart, Views
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 8
This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec ...
From $240 per night (USD)VRBO
From $165 per night (USD)HomeAway
Beachview, Pool, Near Preserve, 6 Seater Cart, Club Use
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
Private street – less than a block to the beach!! Take in the fresh ocean breeze at Island Pearl! Designed to anticipate ...
From $165 per night (USD)HomeAway
From $214 per night (USD)VRBO
Newly Renovated Island Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the Castaway Key subdivision on the island, this charming cottage has everything you need to relax and escape ...
From $214 per night (USD)VRBO
From $125 per night (USD)HomeAway
Rockstar Beach House North Captiva Island (accessible by ferry boat only)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful island bungalow is the relaxing beach getaway vacation home you have been looking for! With its 2 luxury ...
From $125 per night (USD)HomeAway
From $150 per night (USD)VRBO
Mi Escape, Newly Renovated, Spa, Near Beach, Golf Cart
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy Mi Escape (formerly Surfside), newly renovated lovely 3 bedroom home just steps to the beach. The home is 2000 squ ...
From $150 per night (USD)VRBO
From $250 per night (USD)HomeAway
Sparking Large Beachfront Home, Private Pool, Spa, Cart
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Views to the Beach and Cayo Costa from this fabulous 4 bedroom and 3 bath home. Walk down the sandy path to the beach ri ...
From $250 per night (USD)HomeAway
From $200 per night (USD)VRBO
Newly Built Floridays, Pool, Beachview, Lots Amenities
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
Floridays is loaded with amenities for your family to enjoy. Newly Built, beautifully landscaped, 4 bedroom 4 bathroom p ...
From $200 per night (USD)VRBO
From $499 per night (USD)HomeAway
LAST MINUTE SPECIAL FEB 29 TO MARCH 14! Luxury House only 50Yds from beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
LAST MINUTE SPECIAL ! FEB. 29 TO MARCH 14 Private heated swimming pool (salt chlorinator) with adjacent dining area plu ...
From $499 per night (USD)HomeAway
From $335 per night (USD)VRBO
Upscale, Beachfront, Great Views, Private Pool, 2 Carts
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Professionally designed and decorated four bedroom home right on the beach with fantastic water views from every room, s ...
From $335 per night (USD)VRBO
From $215 per night (USD)HomeAway
Welcome to # 70 Safety Harbor on North Captiva, a tropical island in Florida!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Arrive by water taxi or your own vessel! Your travel day is a fun day of adventure. Unit #70 has a new kitchen, new tile ...
From $215 per night (USD)HomeAway
From $286 per night (USD)VRBO
Island Oasis/Hidden Beach House-Private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This traditional, Florida-style island cottage was completed in 2001 and is situated less than 200 yards down a private ...
From $286 per night (USD)VRBO
From $1085 per night (USD)HomeAway
Waterfront Heated Pool Island Home w/ Bicycles Kayaks Grill Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
2 refrigerators, Full Laundry Room Bunk Bedroom Sleeps 9 3-4 Bedrooms 2 full Baths and a hide a bed Close to Island res ...
From $1085 per night (USD)HomeAway
From $260 per night (USD)VRBO
Fantastic Gulf View, Spacious, Private Pool, Club Cart
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Fantastic Key Lime Time 5 bedroom Pool home amazing Gulf views! Professionally decorated! Master w/King and private bat ...
From $260 per night (USD)VRBO
From $200 per night (USD)HomeAway
Waterfront vacation home with two master suites, private pool and boat docks.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom 3 Full Bath. Beautiful views with plenty of dock space for up to 2 boats. Large Spacious Kitchen. Cable TV wi ...
From $200 per night (USD)HomeAway
From $150 per night (USD)VRBO
Beachfront Cottage, Spectacular Views, Cart, Club Use
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This unique 2 bedroom 2 bathroom beachfront home on North Captiva Island, Casa Paradiso (Paradise House) has spectacular ...
From $150 per night (USD)VRBO
From $200 per night (USD)HomeAway
Isla Vista, Beachview, Pool, Cart, Close to Club/Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Isla Vista is a lovely 4 bedroom home with 3 full baths, private swimming pool and just a couple blocks from the beach a ...
From $200 per night (USD)HomeAway
From $170 per night (USD)VRBO
Pristine Beachview Home, Private Pool, Spa, Club Cart
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Flamingo House is a lovely tropical home with a special island flair. Carved flamingos on the eaves, conch shells, pinea ...
From $170 per night (USD)VRBO
From $150 per night (USD)HomeAway
"Sea Urchins" ***** Brand New Beachfront with Beachside Pool & Private Boat Dock
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 10
Brand new in 2017, SEA URCHINS is a vacation house like no other. With panoramic water views and a gently sloping sugar ...
From $150 per night (USD)HomeAway
From $160 per night (USD)VRBO
Tiki Bar, Pool, Outdoor Shower, Lifted Cart, Beachview
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book your next vacation to stay at The Big Easy, which is located on Upper Captiva, the island is only accessible by boa ...
From $160 per night (USD)VRBO
From $240 per night (USD)HomeAway
Paradise lost? We found it here , Access to all NCIC club amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dip your toes in the pure white sand, enjoy spectacular sunsets on the beach. Brand new 3 bedroom 3 bath island house wi ...
From $240 per night (USD)HomeAway
From $90 per night (USD)VRBO
Enchanting Beachview Private Garden Club Cart, Club Use
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely 2 bedroom/ 2 bath home has so many features you will love it! Enjoy your very own private Tropical gardens c ...
From $90 per night (USD)VRBO
From $160 per night (USD)HomeAway
Pristine Emeraude Nest, Pool, Near Beach and Preserve
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Emeraude Nest located in one of the most desirable locations on North Captiva. Right off of Panama Shell ...
From $160 per night (USD)HomeAway
From $300 per night (USD)VRBO
Luxurious, Gulfview, Game Room, 2 Carts, Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Professionally designed and decorated four bedroom, four and one-half bath home steps from the beach with panoramic wate ...
From $300 per night (USD)VRBO
From $175 per night (USD)HomeAway
What The Shell, Private Pool, Near Beach, 6 Seater Cart
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Great 3 bedroom pool home just a block from the beach. Interior decorated and designed. Casita/Pool kitchen too! What t ...
From $175 per night (USD)HomeAway
From $130 per night (USD)VRBO
Bokeelia Cottage w/ Private Pool & Tiki Bar!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical paradise exists in your own backyard when staying at this 2-bedroom, 2-bathroom Bokeelia vacation rental cott ...
From $130 per night (USD)VRBO
From $140 per night (USD)HomeAway
All Conch'ed Out, Private Pool, Spa, Pool Table, Club
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This is a beautiful new home with all the features that makes it the perfect tropical island vacation rental. Nicely dec ...
From $140 per night (USD)HomeAway
From $115 per night (USD)VRBO
Waterfront With Direct Gulf Access, Natural Paradis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Key West style cottage in the small fishing-artist village Matlacha. Bayview Florida lifestyle at its best Welcome to t ...
From $115 per night (USD)VRBO
From $160 per night (USD)HomeAway
Remarkable Beachviews, Near Beach, Club Use, Cart
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to the Gulf within sound of the surf, this home is an ideal vacation spot. With a sofa bed and 2 bedrooms down and ...
From $160 per night (USD)HomeAway
From $400 per night (USD)VRBO
Rum Point - 5BR/Pool - 2 Golf Carts - Sleeps up to 12
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Ru ...
From $400 per night (USD)VRBO
From $380 per night (USD)HomeAway
Casa AdaSol Bayfront, Fishing Dock, Private Pool, Cart
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
This home is on one of North Captiva Island's most desirable locations with your very own private fishing pier and sand ...
From $380 per night (USD)HomeAway
From $140 per night (USD)VRBO
Cozy BeachView Home, Private Pool, Spa, Cart, Club Use
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Osprey nest is a lovely 2 bedroom/2 bath cottage with private pool and Jacuzzi. This lovely home is interior decorated l ...
From $140 per night (USD)VRBO
From $275 per night (USD)HomeAway
Bayfront Fabulous Home Fishing Dock, Shelling, 2 Carts
- Bedrooms:
- 5.5
- Bathrooms:
- 3
- Sleeps:
- 10
Come get your Latitude Adjustment at one of North Captiva Islands premier vacation rental homes! This fabulous 3 bedro ...
From $275 per night (USD)HomeAway
From $285 per night (USD)VRBO
Solitude, Secluded, Waterfront, Boat Dock, Pool, 2 Cart
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Solitude is a unique North Captiva experience, in both location and layout. The perfect fit for large & multiple familie ...
From $285 per night (USD)VRBO
From $150 per night (USD)HomeAway
Sea Turtle Townhome, Dockage, 2 Club Use, Lifted Cart
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A real get away from the hustle a bustle of life, you must take a ferry from North Captiva Island Club or Island Girl Ch ...
From $150 per night (USD)HomeAway
From $150 per night (USD)VRBO
Beachfront Condo, Newly Renovated, Cart, Club Use, Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Directly on the beach! This two bedroom, two bath villa is just about one of the best beach front locations offerred on ...
From $150 per night (USD)VRBO
From $405 per night (USD)HomeAway
New Villa In The Air, Elevated Pool, Cart, Club Use
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Gorgeous brand new 5 bedroom home with heated elevated pool. So much space at the poolside with sun-beds and screened ou ...
From $405 per night (USD)HomeAway
From $255 per night (USD)VRBO
Cozy Private Pool Home, Beachview, Cart, Club Use
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to paradise! Turtle Trax is a 3-bedroom home with sweeping views of the Gulf of Mexico and the most beautiful su ...
From $255 per night (USD)VRBO
From $175 per night (USD)HomeAway
Casa High Tide' Relax on Quiet Island Time!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please take a moment to read our reviews, we are very proud of our property, and our reviews speak for themselves! BEW ...
From $175 per night (USD)HomeAway
From $109 per night (USD)VRBO
THREE Minutes to Open Water! Fantastic, Remodeled Fishing Retreat on Gulf-Access Canal, Free Wifi!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Tarpon Camp - your own private retreat in the heart of the Tarpon Capital of the World! Nestled in the small ...
From $109 per night (USD)VRBO
From $175 per night (USD)HomeAway
Best Pine Island Location In The Beautiful Bocilla Island Club Bokeelia
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you're looking for a weekend getaway (2 day minimum rental) or an extended vacation, this 2 BR 2.5 bath condo is ...
From $175 per night (USD)HomeAway
From $180 per night (USD)VRBO
Fabulous Island Home, Private Pool, Rec Room, 2 Carts
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 14
Fabulous 6 bedroom home with pool, rec room, media room, large living and kitchen. Interior designed! Just a block from ...
From $180 per night (USD)VRBO
From $375 per night (USD)HomeAway
INQUIRE NOW! Summer Weeks Available!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Windswept offers luxurious accommodations, private heated pool, and a genuine one-of-a-kind vacation retreat. From the f ...
From $375 per night (USD)HomeAway
From $249 per night (USD)VRBO
Waterfront Saint James City House w/ Pool & Dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Soak up the sun by a private saltwater pool when you stay at this spacious 4-bedroom, 3-bathroom vacation rental house i ...
From $249 per night (USD)VRBO
From $300 per night (USD)TripAdvisor
North Captiva Hidden Beach House with Private Pool 1 Night free July 13-20
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This traditional, Florida-style island cottage is situated less than 200 yards down a private path to a sugar, sand beac ...
From $300 per night (USD)TripAdvisor
From $93 per night (USD)PerfectPlaces
Bokeelia Breeze, 3Br Home with Private Pool & Boat Dock, ...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bokeelia Breeze, 3Br Home with Private Pool & Boat Dock, Enclosed Lanai Along with a peaceful waterfront location, ...
From $93 per night (USD)PerfectPlaces