Calusa Land Trust and Nature Preserve of Pine Island Rentals
- From $636 per night (USD)
VRBO
The Salty Conch - Luxury Just Steps To The Beach with Private Pool
- Bedrooms:
- 4
- 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 $636 per night (USD)VRBO
- From $126 per night (USD)
Expedia
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 $126 per night (USD)Expedia
- From $1085 per night (USD)
VRBO
Beachfront🌊4 KING suites&bunk room🛏️Pet Friendly🐾
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
🛥️New offering: Free boat dock 👙GULF FRONT 180° amazing beach views 🏠Professionally designed/decorated 🛌🏽Westin Hea ...
From $1085 per night (USD)VRBO
- From $1100 per night (USD)
Expedia
Cayo Costa Paradise Found
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 8
Private beach, Air conditioned, sleeps 6 with additional space for two on the 1st floor apartment, (requires additional ...
From $1100 per night (USD)Expedia
- From $790 per night (USD)
VRBO
\"FLORIDAYS\" Newly Completed Private Beach House w\/ Heated Pool & Spa. 2 Carts
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Photos updated December 2023 “FLORIDAYS" Completed in 2019, this new custom-designed and crafted 4 bedroom, 4 full bath ...
From $790 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Airstrip Ocean Oasis: Tortuga Sunset
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Tortuga Sunset – Your Caribbean Escape on North Captiva Island! Transport yourself to paradise at Tortuga Su ...
From $400 per night (USD)Expedia
- From $122 per night (USD)
VRBO
Saint James City Home w\/ Direct Water Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Pine Island for a waterfront stay at this 3-bedroom, 2-bathroom vacation rental! The bright, comfortable inter ...
From $122 per night (USD)VRBO
- From $914 per night (USD)
Expedia
BLUE MANGO -- Tropical Seclusion Steps from the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
**** Under New Property Management as of 04/2022 **** **THE FUN STUFF** Only 100 feet from 4 MILES OF WHITE SAND BEACH ...
From $914 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Townhome with stunning view of Matlacha Pass
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning Views….A unique town home community nestled on the island of Matlacha. This Matlacha location is literally minu ...
From $299 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Beautiful, cozy, clean & fresh house on a canal with private ramp, spce to moore
- Bedrooms:
- 2
- 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 $193 per night (USD)Expedia
- From $350 per night (USD)
VRBO
pool house on 2 acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island stilt house,close to lavenderlanding boat ramp,jug creek and 4 winds marina,bokeelia pier, lazy flaming and capt ...
From $350 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Direct Gulf Access w\/ 60' Boat Dock \/360 Views\/ Private Heated Pool\/Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
White Sands is a luxury custom built waterfront home completed in 2022. Heated pool and direct access to the Gulf of Mex ...
From $293 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Seatrout Suite Bokeelia Beachouse Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Seatrout Suite Bedroom with shower, queen size bed, sitting room with futon, small complete kitchen with microwave and R ...
From $213 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Snapper Room Bokeelia Beachouse Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Snapper Room King size bed, small refrigerator, microwave, ROKU TV and bathroom with shower. Mini fridge Microwave TV B ...
From $196 per night (USD)Expedia
- From $209 per night (USD)
VRBO
RedFish Suite Bokeelia Beachouse Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Redfish Suite Comfortable second-floor living room with plenty of seating. Complete kitchen, ROKU TV with DVD, 2 queen s ...
From $209 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Snook Suite Bokeelia Beachouse Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Snook Suite Comfortable second-floor living room with queen size pull out sofa. Complete kitchen with microwave, ROKU T ...
From $185 per night (USD)Expedia
- From $679 per night (USD)
VRBO
VILLA IN THE AIR - 2 Golf Carts, Private Pool, Steps to the beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Gorgeous 5 bedroom home with heated elevated pool. So much space at the poolside with sun-beds and screened outdoor liv ...
From $679 per night (USD)VRBO
- From $551 per night (USD)
Expedia
Ocean views, sleeps 10, heated pool, 2 golf carts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
7/20 to 7/27 is available, book your island life summer vacation today! Featuring a private heated pool, a hot tub, pin ...
From $551 per night (USD)Expedia
- From $152 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 and 2 bikes for your use to explor ...
From $152 per night (USD)VRBO
- From $352 per night (USD)
Expedia
Matlacha Isles Oasis w\/ Gulf Access & Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
An unforgettable Matlacha Isles getaway awaits at this radiant 3-bedroom, 2.5-bathroom vacation rental. The vibrant home ...
From $352 per night (USD)Expedia
- Click For Pricing
VRBO
St James City Home on Canal w\/ Boat Davit!
- 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 PricingVRBO
- From $750 per night (USD)
Expedia
STUNNING BEACH HOME-Private Pool, Bar & Game Area. 2 Carts.\nALL YOU NEED IS FUN!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
SAME OWNERS SAME HOME DIFFERENT NAME: A WAVE FROM IT ALL HAS CHANGED TO "ALL YOU NEED IS FUN" Are you ready for the be ...
From $750 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Large home on private penninsula with water views on three sides
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Large four bedroom waterfront home built in 2008. Located on private peninsula at the end of private road with water on ...
From $338 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Pirate's Captiva-Golf Cart and HOT Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Paradise!! Golf cart included with your rental. Pirates Captiva was built in 2018, and withheld Hurricane lan ...
From $425 per night (USD)Expedia
- From $106 per night (USD)
VRBO
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 $106 per night (USD)VRBO
- From $280 per night (USD)
Expedia
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 $280 per night (USD)Expedia
- Click For Pricing
Expedia
Pet-friendly, spacious, peaceful, serene, perfect for relaxing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This lovely Pine Island villa paradise, located in Bokeelia, Florida, is at the end of a quiet cul-de-sac with loads of ...
Click For PricingExpedia
- 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 ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
Spectacular beach front views with a short walk to members only beach
- Bedrooms:
- 3
- 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 $450 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Gorgeous Home - Captivating Cabana! Steps to pool, short golf cart ride to beach
- 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 $375 per night (USD)Expedia
- From $699 per night (USD)
VRBO
Luxury Beachfront Home, New Lighted Fishing Dock, Shelling, Sunrises, Renovated!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Discover a secluded and unspoiled paradise on North Captiva Island, reachable solely by ferry, private boat, or small pl ...
From $699 per night (USD)VRBO
- From $332 per night (USD)
Expedia
New Listing - Beach House located steps to the beach with private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New Listing – Beachin' & Winin', a Beach House with Private Pool Welcome to our piece of paradise!! Centrally situated ...
From $332 per night (USD)Expedia
- From $130 per night (USD)
VRBO
No Rat Race here at the Royal Flush.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hidden oasis, Secluded 1 bedroom apartment set amongst the Royal Palms and Mango Trees. Private entrance. Plenty of room ...
From $130 per night (USD)VRBO
- From $130 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 $130 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Historic Florida \"Cracker Cottage\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NO DAMAGE FROM HURRICANE IAN!!!!! Beautiful historic property located in quaint Bokeelia, Florida. Close to boat ramps, ...
From $165 per night (USD)VRBO
- From $219 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 $219 per night (USD)Expedia
- From $293 per night (USD)
VRBO
3\/3 in St James City close to restaurants, boat ramp\/marina,2 paddle-boards
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your gulf access waterfront paradise awaits! Modern home with beautiful canal views. Kick back on the dock and relax wat ...
From $293 per night (USD)VRBO
- From $645 per night (USD)
Expedia
Waterfront home with private pool, dock, patio, balconies, & bikes
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Maison de Sirens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $645 per night (USD)Expedia
- From $311 per night (USD)
VRBO
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 $311 per night (USD)VRBO
- From $608 per night (USD)
Expedia
CHARMING 4 BEDROOM POOL HOME ON NORTH CAPTIVA HAS BREATHTAKING VIEWS OF THE GULF
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Consider this On Island Time your home away from home while you visit North Captiva. This fabulous property boasts 4 bed ...
From $608 per night (USD)Expedia
- From $595 per night (USD)
VRBO
Newer construction designed to bring the outside in, short walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Breezy Palm is a two minute barefoot walk to the Island’s pristine white sand gulf beach. Come here to enjoy the tranqu ...
From $595 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Off the charts Inn - Double Efficiency Room
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Experience comfort in our Double Efficiency, featuring two double beds, a living area, and a fully equipped kitchen. Unw ...
From $219 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Amazing Sunset Serenity Retreat at St. James City on Canal w Spa kayaks and dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy our spectacular waterfront view deck with direct gulf access, along with various water-based activities with two k ...
From $198 per night (USD)VRBO
- From $861 per night (USD)
Expedia
New & Luxe ~Magestic Gulf View~ 4 king suites
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Land the vacation you've always dreamed of at Isle Escape on North Captiva Island, where luxury meets tranquility in thi ...
From $861 per night (USD)Expedia
- From $130 per night (USD)
VRBO
The Island House on Pine Island\nwith heat-pump heated most privacy pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to "The Island Home", a fully equipped private retreat nestled on Pine Island. Wake up to the serene ambiance of ...
From $130 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Bocilla Island Club Unit H-42
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse yourself in the splendor of Charlotte Harbor with a stay in this exquisite waterfront condo. Prepare to be capti ...
From $129 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Matlacha Fishing cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated 1940's Fishing Cottage is certain to catch your eye. Matlacha is a quiet village just on the way t ...
From $200 per night (USD)VRBO
- From $185 per night (USD)
Expedia
A piece of heaven on earth, where island time begins.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for peace and tranquility? Come visit and get to know quaint Saint James City, FL. Beautiful sunset views right ...
From $185 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Beautiful three bedroom, two bath, large home has a pool and boat lift.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this stunning vacation rental, a spacious ground-level guest house with three bedrooms and two bathrooms. This ...
From $217 per night (USD)VRBO
- Click For Pricing
Expedia
St. James City POOL Home with BOATLIFT! \nEnjoy the best Florida has to offer!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up to the Florida Sun, sipping coffee on your screened balcony on the living level overlooking the canal and pool. ...
Click For PricingExpedia
- From $79 per night (USD)
VRBO
Island Getaway - Monthly Rental - 3 Queen Beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy island life in this spacious and serene space. Gulf access and restaurants are in walking distance as well as boat ...
From $79 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Turtle House in matlacha on the water with spectacular sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This peacefull yet centrally located property has all the comforts you will need for the perfect getaway or extended sta ...
From $299 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
Beachfront Bliss: MANGROVE MANOR- Elevator, Private Pool and Spa, Boat Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 19
Welcome to Mangrove Manor, your ultimate beachfront getaway! This stunning 5,886 sqft, 5-bedroom, 5-bathroom house is d ...
From $2500 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Stunning Waterfront Home with Southeast Bay Frontage - Villa Cuquita
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Cuquita • St. James City Vacation Rental Escape to your slice of paradise at Villa Cuquita, a stunning waterfront ...
From $333 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Cozy and Private our island home on North Captiva is the perfect escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled at the conclusion of a tranquil lane lies Calliope Cottage, a snug and well-appointed bungalow offering optimal ...
From $288 per night (USD)VRBO
- From $114 per night (USD)
Expedia
great vacation, water front house on pine island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a newly remodeled 2 bdr/2bth house with additional Florida room over looking water. Pine Island Tiki Bars right ar ...
From $114 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Distinguished Island Home with Amazing Beach View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🌊 Amazing beach views from most rooms in the house 🌅Stunning sunset views from crow’s nest. 🏠 Distinguished island ...
From $421 per night (USD)VRBO
- From $107 per night (USD)
VRBO
St. James City Bungalow on Canal
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to island life at this cute property on the canal! This seasonal rental includes: Washer/Dryer, Screened porch, ...
From $107 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful home 100 steps from a white sandy beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
If you are looking for a place to get away from it all, this is it! Enjoy beautiful quiet beaches on an island that doe ...
Click For PricingVRBO
- From $218 per night (USD)
Expedia
3\/2 Pool Home in St. James, Gorgeous Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom two home with amazing canal views. This home includes a heated pool, boat lift, 3 bedrooms, large outside ...
From $218 per night (USD)Expedia
- From $150 per night (USD)
VRBO
2\/2.5 Waterfront condo with pools and tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the enchanting Bocilla Island Club and experience the epitome of island living. This beautifully designed town ...
From $150 per night (USD)VRBO
- From $138 per night (USD)
Expedia
3\/3 Home in Matlacha with Downstairs Suite! Incredible Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 3
Check out this 3/2 in the heart of Matlacha! Two bedrooms upstairs with deck overlooking open water and 1 bedroom suite ...
From $138 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Hidden Gem of South West Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your gulf access waterfront paradise in quaint Saint James City, Florida. A beautiful community to bask in the s ...
From $200 per night (USD)VRBO
- From $600 per night (USD)
Expedia
PELICAN PERCH - Unobstructed Views, Private Pool, Golf Cart -Wow!
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 8
Pelican’s Perch – Location, Location, Location! This luxury home is just steps to the beach, unobstructed gulf views, a ...
From $600 per night (USD)Expedia
- From $145 per night (USD)
VRBO
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Flamingo Bay Cottage, your idyllic retreat nestled in the heart of paradise in Saint James City, Florida. Th ...
From $145 per night (USD)VRBO
- Click For Pricing
Expedia
Cape Coral 827 - Three Bedroom Villa, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This villa is the perfect vacation spot for your next getaway. This home hosts amazing canal views and offers plenty ...
Click For PricingExpedia
- From $174 per night (USD)
VRBO
St James Home w\/ Screened Lanai ~ 1 Mi to Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Live like an islander at 'Serene Pine Island Getaway,' a St James City vacation rental! This inviting destination offers ...
From $174 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Fisherman's Cottage w\/Canal access on Pine Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the charm of Saint James City, Florida, and embrace the laid-back, Florida Keys-style living at our latest wat ...
From $139 per night (USD)Expedia
- From $271 per night (USD)
VRBO
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Florida retreat. Nestled in a prime island location, our stylish well appointed home is ready for you to ...
From $271 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Beautiful SJC Island Condo w\/heated pool on main canal, boat space optional
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**JUST PURCHASED, NEWLY AVAILABLE FOR RENT** You're on Island Time! This beautifully updated waterfront condo, located i ...
From $125 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Dockside Breeze
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Fisherman’s getaway. You’ll treasure your peaceful time in St. James City with excellent fishing just minutes away. En ...
From $110 per night (USD)VRBO
- From $460 per night (USD)
Expedia
The most Comfortable home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Super well located in the St James City FL , the property is fully furnished included with all the amenities included an ...
From $460 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Spacious 3 bedroom with incredible views! BOAT LIFT INCLUDED!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Relax is this spacious 5 bedroom 3 bath on quiet large canal with incredible views. This house offers a downstair den, e ...
From $225 per night (USD)VRBO
- From $167 per night (USD)
Expedia
3\/2 Beautiful Property in Bokeelia! Boat Lift Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Three bedroom two bath home in Bokeelia on the water! This property includes a boat lift, 2 kayaks, kayak lift, fenced i ...
From $167 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Waterfront Matlacha Home: Kayaks & Boat Launch!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Live the laid-back Florida lifestyle from the comfort of this 3-bedroom, 3-bath vacation rental in the colorful fishing ...
From $217 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Endless Summer Bliss: 3BR Gulf-Access Dream
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your secret haven of bliss in Southwest Cape Coral! This 3-bedroom, 2-bathroom dream home is your personal sa ...
From $179 per night (USD)Expedia
- From $148 per night (USD)
VRBO
Pompano @ 2 Fish Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to our luxurious one-bedroom suite, where comfort meets stylishness. Step into a haven of tranquility, with a b ...
From $148 per night (USD)VRBO
- Click For Pricing
Expedia
2970 Bounty: 2 BR, 2 BA Mobile Home in Saint James City, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bed 2 Bath waterfront property with saltwater Gulf access. No bridges between this home and open water make it conveni ...
Click For PricingExpedia
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Redfish @ 2 Fish Inn
- 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 ...
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- From $150 per night (USD)
Expedia
Tarpon @ 2 Fish Inn: 1 BR, 1 BA Lodge in Saint James City, Sleeps 4
- 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 $150 per night (USD)Expedia
- From $712 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 $712 per night (USD)VRBO
- From $399 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
Nestled on Pine Island, Florida, this house offers the perfect waterfront escape for those seeking a slice of paradise. ...
From $399 per night (USD)Expedia
- From $258 per night (USD)
VRBO
PERFECT FISHING RETREAT, BEAUTIFUL HOME! JUST OFF PINE ISLAND SOUND.
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $258 per night (USD)VRBO
- From $270 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 $270 per night (USD)VRBO
- From $222 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 $222 per night (USD)VRBO
- From $133 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 2/3-acre lot in a quiet ...
From $133 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Matlacha Cottage 2\/2 remodeled& sunsets!\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Matlacha Cottages, a serene and unique open water getaway, perfect for solo travelers or couples. This ma ...
From $179 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Matlacha Magic w\/ Sunsets\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Matlacha Cottages, where history meets uniqueness and romance in the heart of Matlacha, a wildlife marine ...
From $179 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Tropical Island Oasis Full Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
3 bed • 2 bath • 1,534 sqft • 0.26 acres lot This lush tropical island oasis is the boating enthusiast's paradise: Priv ...
From $298 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Amazing Condo in Four Winds!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant ...
From $140 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Luxurious and Comfortable Waterfront Home with Gulf Access.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Beautifully appointed two bedrooms with 2 baths. Wonderful screened pool. Full kitchen, laundry room, separate dining ro ...
From $219 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Condo in Four Winds! 2\/2 Incredible Water Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant ...
From $146 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Waterside Cottage: Newly Renovated on canal w 26’ boat dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy our peaceful little 5 Star rated island paradise nestled beneath sprawling oaks and scattered palms just minutes f ...
From $124 per night (USD)VRBO
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Expedia
3\/2 canal side rental home with pool and boat lifts.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our delightful vacation home, perfectly situated in an amazing location. This beautiful 3-bedroom, 2-bath can ...
Click For PricingExpedia
- From $442 per night (USD)
VRBO
Turtle Escape: Luxury Island Retreat with Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Leisurely Stroll Away 🛥️Private Dock Available 🏠 Ch ...
From $442 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Summer Special! Gorgeous Four Winds Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy this beautiful newly remodeled 2 bedroom 2 bath condo with an amazing marina view! Four Winds Marina has The ...
From $128 per night (USD)Expedia
- From $400 per night (USD)
VRBO
SEA TURTLE COVE - BEACHFRONT LUXURY - 3 BR\/2BA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sea Turtle Cove – Beautiful Sunsets - North Captiva Island This newly redecorated two-story condo has beautiful views o ...
From $400 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Charming 2\/2 on the Water in St. James City! Boat Lift Included!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom 2 bathroom home sits on one of the deepest canals on Pine Island, and offers a boat lift. The Gulf of Mex ...
From $187 per night (USD)Expedia
- From $107 per night (USD)
VRBO
Lina`s Tropical Retreat Down
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to what we call ... Lina's Tropical Retreat Downstairs on beautiful St James City, Florida. We're located within ...
From $107 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Incredible location. Waterfront unit in Matlacha with many amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Turnkey furnished - 1 bed, 1 bath with additional queen pullout sofa bed in the living room. Additional outside shower. ...
From $146 per night (USD)Expedia