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 $350 per night (USD)
VRBO
The Jade House in Beautiful St James City
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Unwind in Saint James City at this lovely house. With 3 bedrooms including 2 queen beds and 1 bunk bed, this property of ...
From $350 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Beautiful home with access to private beach, pool and hot tub.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this townhome your home away from home while you visit Bokeelia. With 3 cozy bedrooms including a king, queen, ...
From $260 per night (USD)
Expedia
From $250 per night (USD)
VRBO
The Monroe Lookout! 2/2 Pool Waterfront Home!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Waterfront Paradise in St. James City! Escape to your perfect island getaway at this stunning home nestled on the vibran ...
From $250 per night (USD)
VRBO
From $295 per night (USD)
Expedia
3-bedroom pool house on manatee-filled canal. BYOB: Bring your own boat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover the beauty of Saint James City from this modern, updated 3-bedroom house in the Manatee Bay subdivision. Inside ...
From $295 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Bocilla Island Club Unit C-13
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to the charming Bocilla Island Club and discover the ultimate island getaway. This beautifully decorated vacation ...
From $167 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Captains Harbor Island Hide Away
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is one of Pine Island's most stunning and modernized two-bed and two-bath condo is waiting for you to live your bes ...
From $165 per night (USD)
Expedia
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VRBO
Furnished 2-bedroom condo in Bokeelia with, boat dock, pool, storage unit, etc.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Seasonal rental. Experience Bokeelia like a local in this 2-bedroom condo. This wonderful property features 1 king bed a ...
Click For Pricing
VRBO
From $211 per night (USD)
Expedia
Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Captain's Cove Treasure Discover the perfect getaway in this 3-bedroom, 3-bathroom home with a heated pool and a stunni ...
From $211 per night (USD)
Expedia
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VRBO
Beachfront! 2 Houses - Sleeps up to 16!
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: 🌊 Gulf Front! 🏠2 professionally decorated homes 🛋️Sleeps 16 comfortably 🛥️ Shared boat dock - ask about ava ...
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VRBO
From $491 per night (USD)
Expedia
House in Florida - Gulf of Mexico - Pine Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
<p>Located in Bokeelia, this 4-bedroom, 5-bathroom vacation home lets you experience it all. Fans of nature and the outd ...
From $491 per night (USD)
Expedia
From $143 per night (USD)
VRBO
1/1 Condo in St. James City! Boat Slip Included!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming 1/1 Condo in St. James City! This cozy one-bedroom, one-bath condo offers beautiful views of the Monroe Canal. ...
From $143 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Charming Cottage in St. James City – Seasonal Rental with Boat Lift!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Charming Cottage in St. James City – Seasonal Rental with Boat Lift! Escape to this cozy retreat, perfect for one couple ...
From $172 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Emerald Palms Island Escape - 4 BR Tropical Oasis on Pine Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A spectacular variety of tropical plants, flowers & seashell paths surround this custom built 2 story cedar siding villa ...
From $533 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this lovely apartment in Bokeelia. The apartment is a completely separate unit with private entrance and pool ...
From $252 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Osprey Lake House
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This stunning lake front vacation rental in Southwest Florida features a heated pool, a built-in grill and outdoor kitch ...
From $393 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Island cottage 2 bedroom house in Matlacha
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Matlacha, this enchanting 2-bedroom house offers an amazing retreat for guests. With a king bed and queen bed ...
From $230 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Bokeelia Oasis! Heated Pool, Sleeps 12!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Escape to this stunning tropical retreat in Bokeelia, where relaxation meets luxury! This beautifully designed home feat ...
From $228 per night (USD)
VRBO
From $466 per night (USD)
Expedia
New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Its all about the WOW!! Your Matlacha adventure begins at this chic 3-bedroom 3 full bath house. This home has been rebu ...
From $466 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Shellabration - Ocean Views and Family Fun!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Summary: 🏡 Spacious luxury home – ensuite baths in every bedroom 🌊 Breathtaking ocean & preserve views 🏖 Beach-ready! ...
From $635 per night (USD)
VRBO
From $822 per night (USD)
Expedia
4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Island Time Beach House – Your Ultimate Getaway on North Captiva Island! Welcome to Island Time Beach House, a newly re ...
From $822 per night (USD)
Expedia
From $728 per night (USD)
VRBO
Fall Special! Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Brand New Vacation Rental- Check out our low August And Fall rates! Welcome to Paradise on North Captiva Island! Sunny B ...
From $728 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Charming 2-bedroom house with Gulf Access in cool Matlacha
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Discover a charming, freshly remodeled 2-bedroom, 1-bath house, nestled in the vibrant and colorful town of Matlacha. Th ...
From $232 per night (USD)
Expedia
From $462 per night (USD)
VRBO
3-bedroom house in charming Saint James City with AC, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming house in Saint James City is a serene retreat for guests seeking a pleasant getaway. With 3 cozy bedrooms ...
From $462 per night (USD)
VRBO
From $857 per night (USD)
Expedia
“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Paraíso – A Luxury Beachfront Escape with Private Dock & Resort-Style Amenities. Welcome to Paraíso, your exclusive lux ...
From $857 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Island Getaway – Waterfront Home with Gulf Access, Boat & Golf Cart!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Island Getaway, your perfect waterfront retreat in St. James City on Pine Island! This charming 2-bedroom, 2- ...
From $183 per night (USD)
VRBO
From $357 per night (USD)
Expedia
The Boat House! Home with 2 Living Spaces in Bokeelia, Sleeps 11!
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Spacious Waterfront Retreat in Bokeelia – Perfect for Families & Groups! Discover your ideal island getaway at this bea ...
From $357 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Gulf Access, Dock, Pet Friendly, Bikes and Shufflebaord - Pine Island Breeze - Roelens Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Pine Island Breeze A Waterfront Retreat Where the Breeze Whispers Relaxation! Golf Cart Rental Available! Welcome to P ...
From $348 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Captain's Quarters – A Tropical Paradise on North Captiva Island Welcome to Captain's Quarters, your private island ret ...
From $471 per night (USD)
VRBO
From $217 per night (USD)
VRBO
Matlacha Tiny Village- Iguana
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Matlacha Tiny Village – Waterfront Paradise in the Heart of Old Florida! Discover the charm of Matlacha Tiny ...
From $217 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Matlacha Tiny Village - Flamingo
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Matlacha Tiny Village – Waterfront Paradise in the Heart of Old Florida! Discover the charm of Matlacha Tiny ...
From $217 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Matlacha Tiny Village - Dolphin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Matlacha Tiny Village – Waterfront Paradise in the Heart of Old Florida! Discover the charm of Matlacha Tiny ...
From $217 per night (USD)
VRBO
$\Charming 3-Bedroom House One Canal from Bay with Boat Lift in Saint James City$
From $292 per night (USD)
Expedia
\"Charming 3-Bedroom House One Canal from Bay with Boat Lift in Saint James City
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Your cozy getaway in Saint James City awaits at this charming 3-bedroom home. Complete with a washing machine, iron, hai ...
From $292 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Charming 3bd/2ba Home with Jacuzzi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover laid-back island living in this charming 3-bedroom, 2-bathroom waterfront home, perfectly situated in the peace ...
From $265 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Waterfront 2BR/2BA Getaway w/Pool In Sunny Saint James City, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect island getaway in beautiful St. James City, located on the southern tip of Pine Island, Florida. ...
From $296 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Private Island Oasis! Gulf Views + Pool & Carts
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 🌴 Total privacy in a lush garden retreat 🌅 Front-row sunsets with unobstructed gulf views 🌿 Scenic trails th ...
From $565 per night (USD)
VRBO
From $669 per night (USD)
Expedia
Charming 2-bedroom house in pleasant Saint James City with AC, WiFi, Boat Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in one of the sweetest parts of Saint James City, this delightful house offers 2 cozy bedrooms - one with a king ...
From $669 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Tiki Garden Paradise Charming 4-bedroom Bokeelia House in the Sky on Island Time
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in Bokeelia, walking distance from the Pineland marina, this 4-bedroom house offers a peaceful elevated retreat ...
From $167 per night (USD)
VRBO
From $184 per night (USD)
Expedia
The Golden Flamingo – 2B/1Ba – Pool & Boat Ramp in Flamingo Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Golden Flamingo – Old Florida Charm with Modern Comforts Welcome to The Golden Flamingo, your peaceful escape in th ...
From $184 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Ca ...
From $265 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Tranquil 3-bedroom house with AC in Saint James City- parking for boat or RV
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious and peaceful home located on beautiful Pine Island. Home has ample parking for a boat and/or RV. RV electrical ...
From $146 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Cozy RV in Serene Bokeelia with AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your cozy getaway awaits in Bokeelia at this adorable recreational vehicle. This charming retreat features 1 queen bed i ...
From $199 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Island Getaway – Waterfront Home with Gulf Access, Boat & Golf Cart!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to paradise at Island Getaway, the perfect waterfront retreat in St. James City on beautiful Pine Island! This ch ...
From $203 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Fisherman’s Paradise Cozy Waterfront Retreat Matlacha - Your Dream Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to Fisherman’s Paradise in Matlacha, Florida! Welcome to your dream retreat in the heart of Matlacha—perfect for ...
From $245 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Enchanting Retreat - Pine Island Paradise - Roelens
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Pine Island Paradise There is a 30 day minimum night stay required A Tropical Haven Beckons! Step into the tranquil ...
From $285 per night (USD)
Expedia
From $700 per night (USD)
VRBO
Welcoming 3-bedroom new house, pool table& dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover this 3-bedroom gem in Matlacha. This fantastic house boasts a king bed, queen bed, and full bed, perfect for a ...
From $700 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Relax at Pine Island, 2 bed 2.5 bath. 3 Bikes, 2 Kayaks, 2 heated pools new pier
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Relax @ the North end of Pine Island in Bokeelia at this 2 bed 2.5 bath at Bocilla Island Club. Also know as BIC. This ...
From $194 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Good Day Sunshine Townhome in Safety Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*** The FABULOUS “GOOD DAY SUNSHINE” is a LUXURY ISLAND TOWNHOME located on North Captiva Island! A Remote Barrier Islan ...
From $474 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Pine Island Breeze where you can relax, swim, fish, see dolphins and manatees!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pine Island Breeze, an island experience without leaving the country. Great place to relax, swim, fish, bike ride, explo ...
From $141 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Waterfront Paradise in St. James City – 2BR/2BA with Pool, Dock & Tiki Hut
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your perfect waterfront escape in beautiful St. James City! This spacious and newly updated 2-bedroom, 2-bath ...
From $378 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Lookout Escape: Private Island Luxury*Gulf Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from ...
From $838 per night (USD)
Expedia
From $192 per night (USD)
VRBO
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come enjoy island time year-round and soak up the laid-back island vibes from this newly renovated, cozy bungalow situat ...
From $192 per night (USD)
VRBO
$Pine Island canal home with boat access to Gulf.\n\n$
From $296 per night (USD)
Expedia
Pine Island canal home with boat access to Gulf.\n\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy your morning coffee with spectacular sunrises looking down the canal. Typical Florida landscaping with palm trees, ...
From $296 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Casita Salida del Sol-North Captiva Island Waterfront townhouse w/dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "Casita Salida del Sol", your private sanctuary nestled on the pristine shores of North Captiva Island, Flori ...
From $397 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Fishing inshore, offshore, with easy access to Charlotte Harbor and Gulf.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently renovated cottage with three bedrooms located on the tip of Pine Island. Go boating in Charlotte Harbor with qu ...
From $297 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Pool home with Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom pool home on deep Monroe Canal. Put your boat in the water at the house and avoid the ramp each day ...
From $354 per night (USD)
VRBO
$Spacious \Crab Cakes\ Cottage on N. Captiva Island,FL with GolfCart and Starlink$
From $402 per night (USD)
Expedia
Spacious \"Crab Cakes\" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Crab Cakes Cottage on North Captiva Island, your perfect getaway destination! Nestled on a tranquil street, j ...
From $402 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Off the Charts Inn - King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the ultimate luxury in our expansive King Suite! Indulge yourself in the grandeur of a king-sized bed, comple ...
From $198 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Off the Charts Inn - Queen Double Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the ultimate comfort and luxury in our expansive Queen double bed room! Immerse yourself in the sheer bliss o ...
From $173 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Pet friendly 3 bedroom, 2 bath pool home with direct access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this pet-friendly home, eagerly awaiting your arrival. With three bedrooms and two full baths, it provides a ...
From $262 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Cozy home in Matlacha on the water
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
comfy 2 bedroom 2 bathroom house in matlacha. House has beautiful kitchen and bathrooms. This home also is on the water ...
From $206 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Island Getaway, with boat ramp access nearby. You can park your boat on property
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relaxing is an understatement. Perfect island getaway from the city. It's good for retirees to families. Island culture ...
From $154 per night (USD)
VRBO
From $155 per night (USD)
Expedia
1 Mi to Boat Ramp: Bokeelia Home w/ Screened Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Seeking a coastal adventure filled with sunshine and good times? Look no further than this 2-bedroom, 1-bathroom vacatio ...
From $155 per night (USD)
Expedia
From $1187 per night (USD)
VRBO
Escape to CASA PALMA HIDEAWAY! 4BD/3BA, Pool, Outdoor Kitchen, boat slip & More!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This enchanting 4-bedroom, 3-bathroom retreat is a harmony of comfort and luxury, promising an unforgettable escape. On ...
From $1187 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Island Cottage-boat ramp nearby. Walk to Jug Creek Marina!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two bedroom/one bath island cottage close to public boat ramp; fishing dock and marina. Down the street from kayak and p ...
From $136 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Amazing Stay in Matlacha
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautifully renovated studio has everything you need for a fabulous stay in Matlacha. It is located on a quiet/peac ...
From $151 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Off the Charts Inn King Efficiency
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the epitome of luxury with our King Efficiency suite. Indulge in the grandeur of a spacious king bed, a cozy ...
From $162 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Studio#1-Back Bay Sunsets in Matlacha
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Take it easy at this unique and tranquil open water getaway - perfect for the solo traveler or a couple. Oversized close ...
From $203 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Casa Florida 🌴 waterfront home with boat ramp
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
☞ Wifi ☞ Free boat ramp ☞ Walk Score 70 (Walk to cafes, dining, shopping etc.) ☞ 50” Smart TV ☞ Private patio w/ seatin ...
From $398 per night (USD)
Expedia
From $736 per night (USD)
VRBO
NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Introducing Beach Paradise: A Luxurious Beachfront Retreat on North Captiva Island, Now Available for your next vacation ...
From $736 per night (USD)
VRBO
From $753 per night (USD)
Expedia
NORTH CAPTIVA PEARL -
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This newly completed, professionally designed multi-level, multi-deck home is located just 300 feet from the widest beac ...
From $753 per night (USD)
Expedia
Click For Pricing
VRBO
Matlacha Home w/ Boat Mooring & Gulf Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Make your next Florida vacation one to remember when you book this 2-bedroom, 1-bathroom vacation rental in Matlacha! Fe ...
Click For Pricing
VRBO
From $228 per night (USD)
Expedia
2/2 Home in Bokeelia, Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two level 2 bedroom, 2 bathroom canal front home is exactly what's needed for an excellent vacation on beautiful Pi ...
From $228 per night (USD)
Expedia
From $318 per night (USD)
VRBO
3/2 Beautiful Pool Home on the Water in St. James City!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
There is nothing better than slipping away to your tropical paradise vacation home knowing that everything is in tip top ...
From $318 per night (USD)
VRBO
From $785 per night (USD)
Expedia
🐠Waterfront Island and Pool Dream Retreat!🐋
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
🌴Unique and tranquil getaway. No hurricane damage 🐠Heated pool on the water… make your families dream vacation! 🏖Priv ...
From $785 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Dog-friendly waterfront home with heated pool, lanai, central AC, & W/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beverly's Tarpon Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $247 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Relaxing Pine Island Center Nature Lovers Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, location! Wonderful Non smoking Guest home in a quiet, peaceful neighborhood located in convenient Pine Island ...
From $145 per night (USD)
Expedia
Click For Pricing
VRBO
Old world Florida luxury waterfront sunsets!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This luxury unit on the open waters of the Matlacha Aquatic Preserve is part of a double unit and is now ready for guest ...
Click For Pricing
VRBO
From $310 per night (USD)
VRBO
Beautiful waterfront home, newly refinished heated pool, dock, bikes, & kayaks!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hello and thank you for looking into Casa High Tide!! New owners have recently made lots of upgrades to this wonderful ...
From $310 per night (USD)
VRBO
From $386 per night (USD)
VRBO
8 Person 3-Bedroom Condo with Private Patio - Mermaid - Welcome to our newly renovated, luxurious and spacious three-bedroom condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Welcome to our newly renovated three-bedroom condo situated on the beautiful Gulf coast! With the ability to sleep eight ...
From $386 per night (USD)
VRBO
From $319 per night (USD)
Expedia
8 Person 2-Bedroom Condo with Waterview Patio - Manatee - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Welcome to our newly renovated two-bedroom condo with a screened patio, situated on the beautiful Gulf coast! With the a ...
From $319 per night (USD)
Expedia
From $226 per night (USD)
VRBO
6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to our newly renovated one-bedroom condo with a screened patio, situated on the beautiful Gulf coast! With the a ...
From $226 per night (USD)
VRBO
From $652 per night (USD)
Expedia
Newly Remodeled 4 Bedroom House w Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nama-Stay is located on a barrier island in southwest Florida. In fact, the only way to get to the island by boat or pri ...
From $652 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Turtle Cove on Upper Captiva Island is here to help you provide an experience for your loved ones. Book your stay today ...
From $585 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Pools, Kayaks, Tennis, Golf Cart & Both Island Clubs Included w/Boat Dock Option
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on North Captiva Island, in Safety Harbor Club, this comfortable home is conveniently located near beaches, pool ...
From $362 per night (USD)
Expedia
From $488 per night (USD)
VRBO
A True JEWEL on the Water - includes Boat and Spa. 500 OFF Summer Stays 2025
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
SUMMER SPECIAL - $500 off stays between May 20th - September 5th, 2025 Jewel of the Water - this spacious home boasts 4 ...
From $488 per night (USD)
VRBO
From $424 per night (USD)
Expedia
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SANTA CLARA BEACH HOUSE is a NEW LISTING and is a luxurious, newly furnished 3 bedroom harbor front rental property loca ...
From $424 per night (USD)
Expedia
From $187 per night (USD)
VRBO
4 Person 1 Bedroom Condo with Waterview Patio - Snapper - Welcome to our newly renovated one-bedroom condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our newly renovated one-bedroom condo, situated on the beautiful Gulf coast! With the ability to sleep four g ...
From $187 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Pine Island Breeze/Bokeelia 1 Bdrm 1 bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A perfect place to be as close to people or as far away as you like. Pine Island is 20 minutes to busier areas of Fort ...
From $193 per night (USD)
VRBO
Click For Pricing
VRBO
AVAILABLE FOR EASTER! 🛏️ 4 Bedrooms 🛁 4.5 Bath Pool Home on Pine Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Come enjoy the island life at this tastefully decorated Ranch style pool home in Bokeelia. This property is conveniently ...
Click For Pricing
VRBO
From $451 per night (USD)
Expedia
Amazing sunsets, Fishing from the dock, Large lanai & Pool - Villa Boa Vista - Roelens Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Boa Vista – Lake Views, Heated Pool & Gulf Access Paradise! Welcome to Villa Boa Vista, your dream escape in sunny ...
From $451 per night (USD)
Expedia
From $877 per night (USD)
VRBO
Spectacular Sunsets. Private multilevel designer home with heated pool and spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Multilevel Designer Home with plenty of room for family. Multiple living areas and plenty of outside areas to enjoy. T ...
From $877 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Beautiful pool home on canal with 45-foot boat dock. 10 minutes to Gulf by boat.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pine Island is the No. 1 Tarpon fishing spot in the world. Many islands to go to for shelling, fishing, dining. After yo ...
From $323 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This Florida style home is for guests who want to relax and unwind. It is located on a quiet street and the refreshing ...
From $141 per night (USD)
VRBO
From $470 per night (USD)
VRBO
OCEAN WAVES -LUXE TRUE OCEAN BEACH FRONT! AMAZING VIEWS + ISLAND CLUB AMENITIES!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
THE BRAND NEW "OCEAN WAVES" CALENDAR IS OPEN TO BOOK YOUR DATES TODAY! ONE OF THE BEST BEACH FRONT LOCATIONS ON NORTH ...
From $470 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Bokeelia Charming Island House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your getaway home- a newly remodeled spacious 3 beds 2 bath house, the left side unit of a duplex. Quiet and ...
From $162 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Butterfly Beach on North Captiva Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
"Experience Island Paradise at Butterfly Beach: Your North Captiva Oasis Escape to a world of luxury and tranquility at ...
From $407 per night (USD)
Expedia
From $159 per night (USD)
VRBO
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our newly renovated studio condo, situated on the beautiful Gulf coast! With the ability to sleep two guests, ...
From $159 per night (USD)
VRBO
From $198 per night (USD)
Expedia
4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our newly renovated one-bedroom condo, situated on the beautiful Gulf coast! With the ability to sleep four g ...
From $198 per night (USD)
Expedia
From $273 per night (USD)
VRBO
The Hook Oar House - Waterfront Retreat with Private Boat Lifts - 2B/2B
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to The Hook Oar House, your perfect waterfront retreat for fishing, kayaking, and boating in St. James City, Flor ...
From $273 per night (USD)
VRBO
From $137 per night (USD)
VRBO
Waterfront Effeciency Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy efficiency apartment attached to the "Hook Oar House" has everything you need for a comfortable and relaxing ...
From $137 per night (USD)
VRBO

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