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

$GORGEOUS RENTAL! Paradise In Old Time Florida at \The Dew Drop Ian\$
From $230 per night (USD)
VRBO
GORGEOUS RENTAL! Paradise In Old Time Florida at \"The Dew Drop Ian\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very secluded on a dead-end road. Fabulous Stilt Cottage where the breeze keeps you cool all day in the many open air si ...
From $230 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Reel Laxing: Private Pool, Hammocks & Games
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Reel Laxing, your ultimate retreat on North Captiva Island. This spacious 4-bedroom home offers a blend of re ...
From $871 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Price drop for last-minute bookings - your perfect break!
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 $120 per night (USD)
VRBO
From $104 per night (USD)
Expedia
Price drop for last-minute bookings - your perfect break!
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 $104 per night (USD)
Expedia
From $122 per night (USD)
VRBO
Price drop for last-minute bookings - your perfect break!
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 $122 per night (USD)
VRBO
From $104 per night (USD)
VRBO
Enjoy 4 nights for the price of 3!
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 $104 per night (USD)
VRBO
From $122 per night (USD)
VRBO
Price drop for last-minute bookings - your perfect break!
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 $122 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Vacation fun: book 4 nights, pay for 3 nights!
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 $120 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ANGLER'S INN in Matlacha, Florida is a pet-friendly waterfront "Botel" accommodation located between Cape Coral and Pine ...
From $155 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Closest Inn to Deep Water in St James City. Perfect for monthly rental!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Southernmost Inn on Pine Island! Come and enjoy a relaxing stay on the water in our "Hook Studio". Compared ...
From $178 per night (USD)
VRBO
From $177 per night (USD)
VRBO
Studio on the Water. Great for monthly stays!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Southernmost Inn on Pine Island! Come and enjoy a relaxing stay on the water in our "Rod Studio" that sleeps ...
From $177 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Price drop for last-minute bookings - your perfect break!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio "Redfish Room" in a house with 4 apartments, open water - cozy atmosphere in an open living-sleeping area with fu ...
From $120 per night (USD)
Expedia
From $122 per night (USD)
VRBO
Price drop for last-minute bookings - your perfect break!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apartment "Snook Suite" with 4 beds - open living / sleeping area - well equipped kitchen and dining area for 4 persons ...
From $122 per night (USD)
VRBO
From $103 per night (USD)
Expedia
Price drop for last-minute bookings - your perfect break!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio "Grouper Room" - comfort in the smallest space - living, sleeping, cooking - ideal for singles and couples - well ...
From $103 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Quiet, clean & comfy 2 bed-2bath with 8000lb boat lift and large screened lanai
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cute, clean and comfy 2 bed, 2 full bath mobile home in Saint James City, Florida on a quiet canal with 8000 pound boatl ...
From $167 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Oceanfront Luxury Home with Secluded Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Sandcastle is a completely updated beachfront home that has been owned by a single family for over 40 years, and i ...
From $671 per night (USD)
VRBO
From $159 per night (USD)
VRBO
2 Person Studio with Patio - Island Paradise - 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 $402 per night (USD)
VRBO
Canal-front, island paradise sleeps 9 with pools, kayaks, bikes and more!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to Island Paradise! Located on the north end of Pine Island, this stunning canal-front home is light and bright ...
From $402 per night (USD)
VRBO
From $389 per night (USD)
VRBO
Sandy Toes Villa - North Captiva
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sandy Toes Villa is a three bedroom, two bathroom townhome located within the Safety Harbor Club on North Captiva Island ...
From $389 per night (USD)
VRBO
From $451 per night (USD)
VRBO
GORGEOUS HUGE BEACH HOUZ! INCLUDES ISLAND CLUB AMENITIES/360 VIEWS/ 2MINS 2BEACH
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Introducing the FANTASTIC "COASTAL SOUL"! This GORGEOUS, SPRAWLING, HIGH END Home is in a GREAT ISLAND LOCATION - SECO ...
From $451 per night (USD)
VRBO
From $580 per night (USD)
VRBO
AWESOME POOL HOME SPRAWLING OUTDR ENTERTAINING/STEPS2 OCEAN/2CARTS/CLUB & TENNIS
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
GORGEOUS ISLAND HOUSE RENTAL! BOOKING FOR VACATION RENTALS! TYPICALY 7 NIGHT RENTALS - WEEKENDS TO WEEKENDS during Prime ...
From $580 per night (USD)
VRBO
From $823 per night (USD)
VRBO
Mint Julep - Spacious Beachfront Home with Gulf Views & Outdoor Showers
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Mint Julep, your perfect beachfront retreat on the pristine shores of North Captiva Island. This spacious h ...
From $823 per night (USD)
VRBO
From $339 per night (USD)
VRBO
FANTASTIC GORGEOUS TOWNHOME! UP to 6 GUESTS +PLUS BOAT DOCKAGE AVAIL!
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 $339 per night (USD)
VRBO
From $604 per night (USD)
VRBO
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 $604 per night (USD)
VRBO
From $139 per night (USD)
VRBO
Waterfront Paradise - 2BR/2BA Home with Gulf Access in Pine Island, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to your slice of coastal heaven just minutes from Sanibel, Fort Myers & Captiva! This beautifully decorated 2-be ...
From $139 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Island Life at its Finest
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Matlacha Isles is part of the Cape Coral-Fort Myers, Florida Metropolitan Statistical Area. Imagine waking up to tropic ...
From $200 per night (USD)
VRBO
From $617 per night (USD)
VRBO
Oceanfront Multi-Family Retreat // 4 Bed, 4.5 Bath // 2 Fully Equipped Kitchens!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your private waterfront getaway in Bokeelia, Florida! Enjoy amazing views of Charlotte Harbor, fish from the ...
From $617 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Sandpiper Oasis St James
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
to spend with. Set in a prime location, it offers modern amenities and comfortable accommodations for a memorable vacati ...
From $219 per night (USD)
Expedia
From $218 per night (USD)
VRBO
2 Mi to Boat Ramp: Home in Bokeelia
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pet Friendly w/ Fee | Private Outdoor Shower | 2 Mi to Jug Creek Marina Surrounded by scenic sites and waterfront attra ...
From $218 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Serenity now one minute to BEACH screened in heated pool 2 carts ,island club
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
SERENITY NOW is under new management and has had to start a new VRBO listing. Unfortunately, this means we have lost all ...
From $908 per night (USD)
Expedia
Click For Pricing
Expedia
Spacious 6-bedroom house in charming Captiva with WiFi, AC
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Get ready to relax in this 6-bedroom house in Captiva. This fabulous property offers WiFi, heating, a washing machine, A ...
Click For Pricing
Expedia
$Charming Pet-Friendly Bungalow... \n2 bed/2 bath Near Jug Creek & Boat Ramp$
From $220 per night (USD)
VRBO
Charming Pet-Friendly Bungalow... \n2 bed/2 bath Near Jug Creek & Boat Ramp
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to tranquility on Pine Island! Unplug and unwind at this charming 2-bedroom, 2-bath vacation retreat in the hear ...
From $220 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Bocilla Island Club H-43
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in the heart of serenity, the fantastic Island Condo of H43 at Boccilla Island Club beckons you with its unparal ...
From $171 per night (USD)
VRBO
From $243 per night (USD)
Expedia
3BR Waterfront townhome Matlacha with hot tub, boat dock WiFi, bikes and kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Located in Matlacha, enjoy what this 3-bedroom 2 full bath townhome has to offer. With 1 queen bed, 1 king bed, and 1 tw ...
From $243 per night (USD)
Expedia
From $923 per night (USD)
VRBO
WHITE PELICAN WATCH- Unobstructed views, on beach, heated pool, slip NEW LISTING
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Your Dream Unobstructed Beachfront Getaway! Experience the ultimate in island living with our stunning 4-be ...
From $923 per night (USD)
VRBO
Click For Pricing
Expedia
Saint James City Boaters Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A cozy cottage, newly renovated, nestled in on Dawson cannel off of Pine Island sound just 30 minutes by boat to Sanibel ...
Click For Pricing
Expedia
From $184 per night (USD)
VRBO
3/2 Heated Pool Home on the Water, Monthly Rental Beautiful House!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning 3-bedroom, 2-bathroom pool home located in the gated community of Pine Island Shores in St. James City. This be ...
From $184 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Charming 3/2 Cottage in Bokeelia!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3/2 Cottage in Bokeelia! This cozy off-water property features 3 bedrooms, 2 bathrooms and a spacious living ro ...
From $214 per night (USD)
Expedia
$Lazy Dolphin Retreat\n\n$
From $111 per night (USD)
VRBO
Lazy Dolphin Retreat\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
WARNING ** This property may cause: calmness, relaxation, mindfulness and happiness! Relax at this unique and peaceful ...
From $111 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Private Saltwater Pool + Steps to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This 3BR, 3BA island retreat sleeps 8 and is less than a one-minute walk to the beach (we timed it—with flip-flops). Whi ...
From $575 per night (USD)
Expedia
From $560 per night (USD)
VRBO
☀️ Osprey's Nest | Relaxing Coastal Pool Retreat | Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
☀️ Osprey's Nest | Relaxing Coastal Pool Retreat | Sleeps 6 Welcome to Osprey's Nest—a bright and breezy 3-bedroom, 2-b ...
From $560 per night (USD)
VRBO
From $682 per night (USD)
Expedia
Smugglers Hideaway - Private Pool & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your private island retreat on North Captiva Island! This stunning 3-bedroom, 3-bathroom home offers the perf ...
From $682 per night (USD)
Expedia
From $3792 per night (USD)
VRBO
614 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 di ...
From $3792 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Coastal Comfort in Bokeelia – Pet Friendly w/ Pool & Boat Ramp Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coastal Comfort in Bokeelia – Pet Friendly w/ Pool & Boat Ramp Access! Escape to this charming island retreat in Bokeel ...
From $218 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Sunset Beach: Secluded Beachfront Property with Stunning Island Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sunset Beach, a secluded beachfront property on North Captiva Island, perfect for a relaxing getaway. This 3- ...
From $582 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Labor Day Special! The House on Pine Island. Brand new on an olde Florida island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Welcome to The House on Pine Island.** Nestled on a dirt, jungly road, this brand-new 3 bedroom, 2 bath oasis is your ...
From $141 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Waterfront getaway direct Gulf access, open living area two bed and two baths
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to Your Perfect Waterfront Getaway in St. James City, Pine Island! Experience the ultimate coastal retreat at th ...
From $194 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Stilted Waterfront Escape with Dock, Lift, Fire Pit & Game Room
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This 2 level vacation rental on stilts is a perfect getaway. The upper level boasts two bedrooms (both with ensuite bath ...
From $327 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Charming 2-bedroom condo with AC, WiFi in serene Bokeelia FL.With boat slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bedroom condo is perfect for your escape to Bokeelia. With a king bed and a twin bed, guests can relax in this wo ...
From $256 per night (USD)
VRBO
From $469 per night (USD)
Expedia
CAPTAIN JACKS -LOOK NO FURTHER - THIS IS TRUE LUXURY! 6 P GOLF CART; POOL; SLIP
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Immerse yourself in the coastal charm of North Captiva Island with this beautiful townhome. From the living area and gue ...
From $469 per night (USD)
Expedia
From $1211 per night (USD)
VRBO
TURTLE & PIPER SHORES–Double Your Pleasure–6 BR BEACHFRONT - POOL, 2 GOLF CARTS
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
TURTLE & PIPER SHORES – DOUBLE YOUR PLEASURE – BEACHFRONT 6 BEDROOMS SIDE BY SIDE DUPLEX WITH PRIVATE POOL/HOT TUB COMBO ...
From $1211 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Cozy 1-bedroom hotel suite with AC, WiFi in wonderful Saint James City
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1-bedroom hotel suite in Saint James City is perfect for your escape. The cozy space features a lovely queen bed in ...
From $178 per night (USD)
Expedia
From $246 per night (USD)
VRBO
St James City,Watch sunsets,Dolphins, manatees on Canal while on Spa, kayaks
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 $246 per night (USD)
VRBO
From $1186 per night (USD)
Expedia
NEW Gulf View Luxury Home W/Pool & Club Amenities
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to Isle Escape, an ocean view retreat where the Gulf’s beauty greets you the moment you step inside. The open-co ...
From $1186 per night (USD)
Expedia
$The Island House on Pine Island\nwith heat-pump heated most privacy pool$
From $204 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 $204 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Turtle Escape: Pool, Beach & Fun!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Short Leisurely Stroll Away 🛥️ Shared boat ...
From $585 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Summer Discounts! 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 $140 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Priceless Waterfront Escape in Matlacha
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Discover island living at our newly-remodeled waterfront escape in Matlacha on a deep water canal with a private dock (l ...
From $216 per night (USD)
Expedia
From $181 per night (USD)
VRBO
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 $181 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Bocilla Island Club Unit H-42
Bedrooms:
2
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 $171 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Matlacha Fishing cottage
Bedrooms:
1
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 $223 per night (USD)
VRBO
From $272 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 $272 per night (USD)
Expedia
From $94 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 $94 per night (USD)
VRBO
From $275 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 $275 per night (USD)
VRBO
From $628 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 $628 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Off the charts Inn - Double Efficiency Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience comfort in our Double Efficiency, featuring two double beds, a living area, and a fully equipped kitchen. Unw ...
From $185 per night (USD)
Expedia
From $372 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 MILITARY DISCOUNT: 10% off for primary guests on Military Active Duty or ...
From $372 per night (USD)
VRBO
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $577 per night (USD)
VRBO
Hear the Waves & See the Beach - 1 house to shore
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: 🌊 Amazing beach views & stunning sunsets 🏠 Professionally designed & extremely comfortable 🛥️Shared boat doc ...
From $577 per night (USD)
VRBO
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Expedia
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 Pricing
Expedia
From $257 per night (USD)
VRBO
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 $257 per night (USD)
VRBO
Click For Pricing
Expedia
Colorful waterfront home with private W/D, WiFi, and dock access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Castaway Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
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Expedia
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VRBO
Turquoise Dolphin on Open Water/HeatedPool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This home is on Matlacha Pass! Enjoy the gorgeous views of Matlacha Pass and watch the dolphins play from nearl ...
Click For Pricing
VRBO
From $685 per night (USD)
Expedia
SEA TURTLE COVE-BEACHFRONT LUXURY-3 BR/2BA Pool/Hot tub combo - Golf Cart
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Sea Turtle Cove – Beautiful Sunsets - North Captiva Island Our POOL/HOT Tub combo is complete - check out the new pictu ...
From $685 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Welcome to the Gecko House! 2/2 in St. James on Monroe Canal!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Waterfront Escape in St. James City, Canal Home with Boat Tie-Up Welcome to your perfect waterfront getaway in the hear ...
From $213 per night (USD)
VRBO
From $217 per night (USD)
Expedia
3 bed 2 bath Gulf Access with boat lift in the heart of Saint James City.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This stunning 3-bedroom, 2-bathroom Gulf Access canal home, built in 2023, offers the perfect blend of modern living and ...
From $217 per night (USD)
Expedia
From $122 per night (USD)
VRBO
3/2 Stilt Home in the Heart of Saint James City
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very desirable stilt vacation rental in a wonderfully friendly and quiet neighborhood. Old Saint James City has a conve ...
From $122 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Private home on the canal with dock, screened pool, patio, AC, & W/D - dog-friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Rock N' Reel Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $238 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Bokeelia Bliss! 2/2 Pool Home with Incredible Gulf Access! *No Hurricane Damage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Bokeelia Bliss! This two bedroom two bath pool home is everything you need in a vacation rental. Walk into th ...
From $368 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Beautiful waterfront home with pool/spa, boat lift, kayaks and kayak launch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, s ...
From $409 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Gorgeous Off Water 3/2 with Pool in the Heart of Pine Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful upgraded 3 bedroom 2 bath pool home in St. James City has everything you are looking for a relaxing islan ...
From $331 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover your ultimate waterfront getaway at Bokeelia Breeze! This stunning vacation rental sits on a wide, Gulf-access ...
From $503 per night (USD)
VRBO
From $686 per night (USD)
VRBO
Private Island Luxury * Pool * Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 🏠 Exquisite interior design & curated coastal furnishings 🏖️ Stroll to beach: chairs, umbrellas, wagon provid ...
From $686 per night (USD)
VRBO
From $380 per night (USD)
Expedia
3/2 Heated Pool Home With Endless Water Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
TThis 3 bedroom 2.5 bath heated pool home is the perfect spot for relaxation. Bring your boat or enjoying the two kayaks ...
From $380 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Bocilla Island Club - Newly Renovated Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2 bath, newly refurbished, clean condo. You will ap ...
From $155 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Beautiful 5/3 Pool, Saltwater Cove, Sleeps 10!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Luxury 5-Bedroom Home on Private Saltwater Cove with Stunning Views! Discover your dream waterfront retreat! This exquis ...
From $352 per night (USD)
Expedia
From $201 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 $201 per night (USD)
VRBO
From $214 per night (USD)
Expedia
3/3 Home in Matlacha with Downstairs Suite! Incredible Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
3
Check out this 2/2 in the heart of Matlacha! Two bedrooms upstairs with deck overlooking open water and 1 bedroom suite ...
From $214 per night (USD)
Expedia
From $262 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 $262 per night (USD)
VRBO
From $860 per night (USD)
Expedia
PELICAN PERCH - Unobstructed Views, Private Pool, Golf Cart -Wow!
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Pelican’s Perch – Location, Location, Location! This luxury home is just steps to the beach, unobstructed gulf views, a ...
From $860 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Flamingo Bay Cottage, your idyllic retreat nestled in the heart of paradise in Saint James City, Florida. T ...
From $254 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Game Room + Screened Lanai: Pine Island Getaway!
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 $314 per night (USD)
Expedia
From $252 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 $252 per night (USD)
VRBO
From $118 per night (USD)
Expedia
Beautiful SJC Island Condo w/heated pool on main canal, great fishing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A fishing and boating paradise! ~You're on Island Time~ A beautiful, professionally decorated waterfront condo in St. J ...
From $118 per night (USD)
Expedia
From $158 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 $158 per night (USD)
VRBO
$Matlacha Cottage 2/2 remodeled& sunsets!\n$
From $385 per night (USD)
Expedia
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 $385 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Tropical Island Oasis Full Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
4 bed • 2 bath • 1,600 sqft • 0.26 acres lot This lush tropical island oasis is the boating enthusiast's paradise: Priv ...
From $260 per night (USD)
VRBO
From $171 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 $171 per night (USD)
Expedia
From $205 per night (USD)
VRBO
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 $205 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Waterside Cottage: Newly Renovated on canal w 26’ boat dock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy our peaceful little 5 Star rated island paradise nestled beneath sprawling oaks and scattered palms just minutes f ...
From $208 per night (USD)
VRBO

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