St. James City, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in St. James City, Florida on RentalSaver.com!

St. James City Rentals

From $115 per night (USD)
VRBO
St. James City; Pine Island Cove- 55 yrs and older Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Private home located on the canal-2 bedrooms/2 bathrooms in a 55 yr and older community. Only 2 guests full time and on ...
From $115 per night (USD)
VRBO
$Direct Gulf Access w\/ 60' Boat Dock \/360 Views\/ Private Heated Pool\/Pet Friendly$
From $374 per night (USD)
Expedia
Direct Gulf Access w\/ 60' Boat Dock \/360 Views\/ Private Heated Pool\/Pet Friendly
Bedrooms:
2
Bathrooms:
4
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 $374 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Fish, Swim, Boat, Kayak, Snorkel, Bike, Hike, Dolphin Watch and Island Hopping.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Perhaps you have spent vacations in a large busy city that is full of famously produced theatre presentations and name b ...
From $149 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Waterfront Home - Cherry Properties Pine Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a beautiful fully furnished 2004 Manufactured Home. The home was remodeled and updated in Fall of 2021. In addit ...
From $171 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Pelican`s Preserve in St. James City!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this beautiful 2 bedroom 2 bath with a screened lanai and an open deck to enjoy views of the canal. King bedroom i ...
From $215 per night (USD)
VRBO
$3\/2 Heated Pool, Waterfront w\/ Boat Lift!$
From $288 per night (USD)
Expedia
3\/2 Heated Pool, Waterfront w\/ Boat Lift!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*No Hurricane Helene or Milton Damage* Fresh and airy pool home on the water in St. James City! This property offers 3 b ...
From $288 per night (USD)
Expedia
$2\/2 Pool Home on the Water, Boat Lift Included!$
From $318 per night (USD)
VRBO
2\/2 Pool Home on the Water, Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come and truly enjoy what Florida living is all about. This newly remodeled two bedroom 2 bathroom home is a pleasure to ...
From $318 per night (USD)
VRBO
$RENTAL READY! Newly Renovated 2\/2 POOL Home with BOAT LIFT, INCREDIBLE ACCESS$
From $257 per night (USD)
Expedia
RENTAL READY! Newly Renovated 2\/2 POOL Home with BOAT LIFT, INCREDIBLE ACCESS
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Banana Haven! This immaculate, newly renovated 2 bedroom, 2 bathroom home is waterfront with direct access to ...
From $257 per night (USD)
Expedia
$Welcome to Porchfish! 3\/2 in St. James City! Boat lift & Beautiful Views! No Hurricane Damage$
From $229 per night (USD)
VRBO
Welcome to Porchfish! 3\/2 in St. James City! Boat lift & Beautiful Views! No Hurricane Damage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to peace, welcome to paradise, welcome to PORCHFISH! This beautiful 3 bedroom, 2 bath home on Pine Island in St. ...
From $229 per night (USD)
VRBO
From $312 per night (USD)
Expedia
ISLAND LIVING, BOATER'S PARADISE, AND MODERN LUXERY !
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
If you want it all in a vacation home, this Gulf access waterfront home is the gem you have been looking for. Do you ne ...
From $312 per night (USD)
Expedia
From $83 per night (USD)
VRBO
Island Escape 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a two bedroom, one bathroom, 950 sq. ft. apartment, located on the first floor of a duplex. It is situated on a ...
From $83 per night (USD)
VRBO
From $308 per night (USD)
Expedia
St. James City Vacation Home with Private Dock, Pool and Gulf Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rum N Reel • St. James City Vacation Rental If you're looking for a fabulous waterfront vacation home with a private poo ...
From $308 per night (USD)
Expedia
From $86 per night (USD)
VRBO
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Pine Island and the Florida Gulf Coast from this retro two-room cottage set in a pretty back yard. 45 min from F ...
From $86 per night (USD)
VRBO
$Pine Island Retreat 2\/2 on Canal!!$
From $198 per night (USD)
Expedia
Pine Island Retreat 2\/2 on Canal!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Pine Island treasure is conveniently located in Flamingo Bay. 2 bedroom 2 bathroom. Each room has it's own full bat ...
From $198 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Closest Inn to Deep Water in St James City. Perfect for monthly rentals!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Southernmost Inn on Pine Island! Come and enjoy a relaxing stay on the water in our "Lure Suite". Compared t ...
From $214 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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)
Expedia
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 $213 per night (USD)
Expedia
Closest Inn to Deep Water in St James City. Perfect for monthly rental!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Southernmost Inn on Pine Island! Come and enjoy a relaxing stay on the water in our "Reel Suite". Compared t ...
From $213 per night (USD)
Expedia
$Tropical Paradise! Gorgeous 3\/3 Pool Home!$
From $280 per night (USD)
VRBO
Tropical Paradise! Gorgeous 3\/3 Pool Home!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Zuzu's Fancy is a wonderful 3 bedroom, 3 bathroom home in a quiet St. James City neighborhood. This home is sure to ple ...
From $280 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Skipper Lane on Salt Water Canal, Easy Gulf access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Renovated, Open Concept 2 Bed 2 Bath Gulf Access Home in the Heart of St. James City. Fisherman’s Dream Awaits!! Two Man ...
From $257 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Private Pool & Deck: Canalfront St James City Home
Bedrooms:
2
Bathrooms:
5
Sleeps:
5
Endless aquatic activities await at this St. James City vacation rental! This 3-bedroom, 2-bathroom home offers a Gulf C ...
From $217 per night (USD)
VRBO
$Waterfront Home w\/ Sunroom & Dock in St James City$
From $229 per night (USD)
Expedia
Waterfront Home w\/ Sunroom & Dock in St James City
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Pine Island for a waterfront stay at this 3-bedroom, 2-bathroom vacation rental! The bright, comfortable inter ...
From $229 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Canal Front Home , direct Gulf access with lanai and dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax and enjoy your 2/2 home. Perfect secluded waterfront location.with your private dock, You are minutes away Sanibe ...
From $115 per night (USD)
VRBO
$3 bed, 3 bath home, heated\/cooled pool on quiet canal. Quick boat access to gulf$
From $298 per night (USD)
Expedia
3 bed, 3 bath home, heated\/cooled pool on quiet canal. Quick boat access to gulf
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Treehouse is a well appointed comfortable three bedroom three bathroom home, with a heated pool, situated on a tranquil ...
From $298 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Waterfront Gulf Access- Just a few minutes to Big Water.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The San Carlos Bay is across the street. If it's fishing and boating you want then this home could be perfect for you. B ...
From $225 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Quiet and Cozy Island Retreat. Beautifully Remodeled.
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Enjoy your privacy and peace at our recently renovated Bokeelia Get-Away. This Vacation home is designed for two with r ...
From $120 per night (USD)
VRBO
$Soak up Paradise and Relax in Heated Pool\/Spa Home surrounded by Happy Wildlife$
From $239 per night (USD)
VRBO
Soak up Paradise and Relax in Heated Pool\/Spa Home surrounded by Happy Wildlife
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Heated Salt Water Pool and Spa on Marble Lanai, with large screened enclosure. This side-by-side home is fully equipped ...
From $239 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Game Room & Deck: Spacious Home in St James City
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Palm trees, warm weather, chic interior, oh my! Take that much-needed break from your day-to-day and travel to the islan ...
From $310 per night (USD)
Expedia
From $86 per night (USD)
VRBO
Spacious Getaway, 1 to 4 for Easy Going Nature Lovers on beautiful Pine Island.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Comfy home w pretty garden on historic Pine Island. Nearby fishing, kayaking, birding, good eats, tennis. Visit pristine ...
From $86 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Small home in Paradise.. spend your vacation without a lot of hustle & bustle.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is off the beaten path with many amenities & short distance to some of the most beautiful beaches. Home is ...
From $169 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Island TreeTop House, Pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely cozy 2bed 1bath secluded house in quiet neighborhood. My home is very clean and uncluttered. Great for Two or t ...
From $166 per night (USD)
VRBO
From $135 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 $135 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Relaxing Island View! Waterfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a newer home with a spectacular view of the water. We are on a large bridged island that is very laid back and ...
From $352 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Gulf getaway! Boat dock, HEATED saltwater pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to @TheGulfGetaway an incredible canal-side home built to make memories. You'll enjoy the comfort of a fully equ ...
From $510 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Laid Back Old Florida Style Home with Pool and Hammock Gardens
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome!! Fish & Sips is a gorgeous, "Old Florida" style home located on Pine Island. It is a hidden gem for fishing and ...
From $361 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Quick Gulf Access. This Home has it all.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This home has it all: Direct Five Minute Access, Boat Dock with Use Of Lift Optional. Quiet Neighborhood, Restaurants an ...
From $260 per night (USD)
VRBO
From $138 per night (USD)
VRBO
Mermaid Waterfront Hideaway Great fishing, kayaking, boat lift available too!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming Florida home on the water. Located in quaint little village of St. James City, this property is away from the t ...
From $138 per night (USD)
VRBO
$Saint James hidden gem. 3\/2 canal front home with 3 kayaks.$
From $187 per night (USD)
Expedia
Saint James hidden gem. 3\/2 canal front home with 3 kayaks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your gulf access waterfront paradise is waiting in quaint Saint James City. 3 Kayaks for your use to explore or fish. M ...
From $187 per night (USD)
Expedia
Click For Pricing
VRBO
Moonshine Acres Tropical Horse Farm
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Moonshine Acres is located in the historic Saint James section of Pine Island. Our home is conveniently located near num ...
Click For Pricing
VRBO
From $264 per night (USD)
Expedia
Beautiful Waterfront Ideal for fishing and boating!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a fisherman;s paradise with a boat lift, and you are only minutes from the waters of Pine Island Sound. This ar ...
From $264 per night (USD)
Expedia
$Sanibel FL - PRIVATE ISLAND Featured on HGTV \Island Hunters\$
From $2107 per night (USD)
VRBO
Sanibel FL - PRIVATE ISLAND Featured on HGTV \"Island Hunters\"
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Featured on HGTV "Island Hunters" and Grandeur Magazine "Paradise Found", imagine your own 4 acre Island in Sanibel, Flo ...
From $2107 per night (USD)
VRBO
From $494 per night (USD)
Expedia
St James City- on saltwater canal in Flamingo Bay, minutes to main water
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
KEY WILL BE LEFT UNDER DOOR MAT FOR YOU- (SAFE FROM HURRICANE!!) located on saltwater canal in Flamingo Bay community, ...
From $494 per night (USD)
Expedia
$Beautiful house \/ charming Island \/ great fishing, manatees, dolphins. NO LANAI$
From $337 per night (USD)
VRBO
Beautiful house \/ charming Island \/ great fishing, manatees, dolphins. NO LANAI
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Grandpa Rudy first came to Pine Island in 1954 and our family has been coming ever since! Grab a cup of coffee (tea or ...
From $337 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come, enjoy this 3 bedroom/2 bath 2000 sq.ft. home in Saint James City with over 150 feet of seawall. This Villa is a fi ...
From $252 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Cozy, clean duplex with outdoor dinning.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Have your vacation in Paradise! This duplex is located in the heart of Pine Island a couple of blocks of the four way st ...
From $139 per night (USD)
VRBO
Click For Pricing
Expedia
On-Site Canal Access: St James City Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Whether you’re planning a snowbird retreat or a relaxing summer getaway, head to the canals of St James City for a stay ...
Click For Pricing
Expedia
$Reel Paradise! 2\/2 with So Much Waterfront! Boat Lift Included!$
From $312 per night (USD)
VRBO
Reel Paradise! 2\/2 with So Much Waterfront! Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Two bedroom two bath incredible home with water views from all angles! Large lot including, tiki wet-bar, plenty of spac ...
From $312 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Monthly Condo at the Buccaneer. Minutes from off shore fishing.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The one bedroom one bathroom condo available minutes from Matlacha Florida. The Buccaneer is located on Pine Island and ...
Click For Pricing
Expedia
From $194 per night (USD)
VRBO
Pine Island Private Getaway with Dock! (CDC Safe)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Absolutely the best location and value on Pine Island! Beautifully designed, spacious and private two bedroom home with ...
From $194 per night (USD)
VRBO
From $269 per night (USD)
Expedia
☀️TRANQUILITY VILLA☀️
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come and enjoy this amazing location! The house is cozy and inviting, with a nice view of the canal, easy access to the ...
From $269 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Waterfront Petite Retreat with Private Pool & Gulf Access - Villa Boat House - Roelens Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Boat House Escape to paradise with this petite retreat villa featuring a private heated Pool & DIRECT Gulf Acces ...
From $274 per night (USD)
VRBO
From $353 per night (USD)
Expedia
A Personal Waterfront Micro-Resort on SW Florida's Pine Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
The Coconut Cabana is BACK after much clean up and repair from the past Hurricanes Ian, Helene and Milton. This is a ver ...
From $353 per night (USD)
Expedia
From $205 per night (USD)
VRBO
NEWLY REMODELED-Peaceful Florida Island Home-5 minute canal ride to Gulf waters!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Come relax in our Pine Island dream home--a charming, open and colorful floor plan will remind you that you are on a Flo ...
From $205 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Island Home within the Pines and Palms; Kayaks, Bikes, and Inviting Porches~
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Unique custom-built Key West style piling home with outdoor shower, plentiful parking underneath as well as long drivewa ...
From $188 per night (USD)
Expedia
Click For Pricing
VRBO
You are on the Henley canal, in Saint James.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The location is awesome here. You are minutes away from Sanibel and Captiva by boat. Bring your boat, the ramp and slip ...
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VRBO
From $433 per night (USD)
Expedia
(NO STORM DAMAGE AVAILABLE FOR IMMEDIATE RENTAL) BEAUTIFUL GULF ACCESS HOME .
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***UPDATED PICS 11/10/24 Immaculate saltwater canal Gulf access with no bridges minutes from open water. It doesn't get ...
From $433 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Adorable Waterfront Condo, Boat Slip and Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pine Island in Southwest Florida is a year-round getaway. Whether you are escaping a cold winter, or heading to the coas ...
From $338 per night (USD)
VRBO
$Updated St James City Home on Canal w\/ Pool & Dock$
From $459 per night (USD)
Expedia
Updated St James City Home on Canal w\/ Pool & Dock
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Slip on your flip flops and grab your sunscreen, as this 4-bedroom, 2-bath Saint James City vacation rental awaits! The ...
From $459 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Island Getaway Florida
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3Bedroom 2 bath remodeled pool home in St James City Triple lot with plenty of privacy with huge 13' deep pool with a wa ...
From $339 per night (USD)
VRBO
$Deluxe King Suite w\/Deck$
From $209 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 $209 per night (USD)
Expedia
From $163 per night (USD)
VRBO
TURTLE COTTAGE AN ISLAND OASIS - PINE ISLAND
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
"ISLAND VIBE" "Pine Island" Turtle Cottage is a totally remodeled, fully furnished and well appointed home located in th ...
From $163 per night (USD)
VRBO
From $238 per night (USD)
Expedia
🔆🏝LITTLE PARADISE🏝🔆
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come and enjoy this amazing location! The house is cozy and inviting, with a nice view of the canal, easy access to the ...
From $238 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Spring Summer Specials-close to restaurants, boat ramp & marina,2 paddle-boards
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
15% off 5 days, 20% off 7+ days, 30% 30 days Your gulf access waterfront paradise awaits! Modern home with beautiful can ...
From $279 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Waterfront House, 2 Bdr, 2 bath, Boat Lift, Trailer Parking, and 2 Kayaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
House upgraded in April 2023 on the water across from Sanibel Island at the end of Monroe Canal. Enjoy the awesome vie ...
From $187 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Pine Island Beach House! *Gulf Access, Heated Pool, Hot Tub & Boat Dock*
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome to the "Blue Marlin"! St. James City on Pine Island is a fishing and boating community with old Florida charm! ...
From $286 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Seaside Villa Destin - Single home with privat pool in the heart of Pine island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our Seaside Villa Destin is idyllically located on Pine Island, which is situated in front of Cape Coral. Especially for ...
From $246 per night (USD)
Expedia
From $294 per night (USD)
VRBO
SEASIDE VILLA MANATEE BAY in quiet location on Pine Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the Island Life in our sun filled vacation home located off Manatee Bay, just north of Saint James City on Pine Is ...
From $294 per night (USD)
VRBO
$Pine Island Paradise - Saltwater Canal 2 bed\/2 bath$
From $163 per night (USD)
Expedia
Pine Island Paradise - Saltwater Canal 2 bed\/2 bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for your own piece of island paradise? This beautifully decorated spacious 2 bedroom, 2 bathroom home in St. Jam ...
From $163 per night (USD)
Expedia
$Island Vibe! 3\/2 Salt Water Heated Pool with Bonus Room, Waterfront!$
From $288 per night (USD)
VRBO
Island Vibe! 3\/2 Salt Water Heated Pool with Bonus Room, Waterfront!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Island Vibe! Gorgeous 3 bedroom two bath with heated salt water pool with incredible Gulf access is your perf ...
From $288 per night (USD)
VRBO
Click For Pricing
Expedia
Your own little bit of paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautifule trailer 1 bedroom plus sofa bed so you have planty of room for 4 people . A few steps to canal that leads to ...
Click For Pricing
Expedia
From $457 per night (USD)
VRBO
Cozy Island home, pet friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This cozy home sits right in the middle of the island and is located in a cul de sac street making it very quiet and pri ...
From $457 per night (USD)
VRBO
$Pine Island Breeze\/Bokeelia 1 Bdrm 1 bath$
From $193 per night (USD)
Expedia
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)
Expedia
$The Hook Oar House - Waterfront Retreat with Private Boat Lifts - 2B\/2B$
From $290 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 $290 per night (USD)
VRBO
From $146 per night (USD)
Expedia
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 $146 per night (USD)
Expedia
From $441 per night (USD)
VRBO
GORGEOUS HOME WITH HEATED POOL ON WATER AND COMMUNITY BOAT RAMP
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Come and enjoy Island Time in this beautiful 3 bedroom home with an amazing heated pool. This home has a large master be ...
From $441 per night (USD)
VRBO
$Gorgeous Off Water 3\/2 with Pool in the Heart of Pine Island!$
From $333 per night (USD)
Expedia
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 $333 per night (USD)
Expedia
$3\/2 Beautiful Pool Home on the Water! No Hurricane Damage$
From $319 per night (USD)
VRBO
3\/2 Beautiful Pool Home on the Water! No Hurricane Damage
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 $319 per night (USD)
VRBO
From $146 per night (USD)
Expedia
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 $146 per night (USD)
Expedia
From $794 per night (USD)
VRBO
🐠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 $794 per night (USD)
VRBO
$3\/2 Heated Pool Home With Endless Water Views!$
From $405 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 $405 per night (USD)
Expedia
From $430 per night (USD)
VRBO
THREE MASTER SUITES - POOL - WATERFRONT ON CORNER LOT - BOAT LIFT
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Our beautiful newly remodeled home away from home is located in St. James City, Florida. It was just remodeled from the ...
From $430 per night (USD)
VRBO
$Private home on the canal with dock, screened pool, patio, AC, & W\/D - dog-friendly$
From $248 per night (USD)
Expedia
Private home on the canal with dock, screened pool, patio, AC, & W\/D - dog-friendly
Bedrooms:
2
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 $248 per night (USD)
Expedia
$Treasure Cove Serenity! 3\/2 with Hot Tub!$
From $266 per night (USD)
VRBO
Treasure Cove Serenity! 3\/2 with Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly built home has everything you need to make your stay in St. James City perfect. Brand new appliances and furn ...
From $266 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Peaceful retreat. Fishing Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this peaceful place to stay. Located in 1.04 acre of land this 3 bedrooms and two bathro ...
From $202 per night (USD)
Expedia
$2\/1 in St. James City, Fenced in Yard, Bring Your Pup! Water Access!$
Click For Pricing
VRBO
2\/1 in St. James City, Fenced in Yard, Bring Your Pup! Water Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy property features a newly installed fenced yard, outdoor seating, and a waterfront lot with a boat slip just a ...
Click For Pricing
VRBO
$2\/2 Cherry Estates Vacation Perfection$
From $145 per night (USD)
Expedia
2\/2 Cherry Estates Vacation Perfection
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
***POOL COMING SOON*** Your next getaway awaits at the beautiful Cherry Estates in St. James City, FL. Our inviting 2-b ...
From $145 per night (USD)
Expedia
$Paradise Found: 3\/2 Home with Pool, Canal Access, and Pet-Friendly Amenities$
From $278 per night (USD)
VRBO
Paradise Found: 3\/2 Home with Pool, Canal Access, and Pet-Friendly Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the comfort and convenience of our exceptional ground level vacation rental home. Nestled on the Monroe Canal ...
From $278 per night (USD)
VRBO
$2\/2 Waterfront home with pool and docking for a vessel.$
From $262 per night (USD)
Expedia
2\/2 Waterfront home with pool and docking for a vessel.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A gorgeous 2-bedroom, 2-bathroom mobile home in the picturesque St. James City, FL. This charming retreat offers a perfe ...
From $262 per night (USD)
Expedia
From $369 per night (USD)
VRBO
3 Master Suites-EVERYTHING is new pool home on the water
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our amazing waterfront vacation home, where luxury and comfort await you. This newly renovated retreat featur ...
From $369 per night (USD)
VRBO
From $76 per night (USD)
Expedia
1 bedroom,1 bath condo, Community heated pool and dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the perfect Winter getaway in Saint James City, FL with our inviting 1-bedroom, 1-bathroom condo. Located in a ...
From $76 per night (USD)
Expedia
$Terrific vacation home on quiet Clipper Lane 2\/2 pool home$
From $254 per night (USD)
VRBO
Terrific vacation home on quiet Clipper Lane 2\/2 pool home
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Escape to this remarkable vacation home nestled on peaceful Clipper Lane, just off Sanibel Blvd., in the charming town o ...
From $254 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Beautiful Country house overlooking 13.5 acres and a small lake
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Need a private and quiet getaway? Take the whole family to this recently renovated country house on Pine Island. There a ...
From $228 per night (USD)
Expedia
From $261 per night (USD)
VRBO
3 bedroom 2 bath pool home in quiet neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a charming 3-bedroom, 2-bathroom canal home, offering a delightful pool and dock. This tastefully decorated re ...
From $261 per night (USD)
VRBO
From $336 per night (USD)
Expedia
BEAUTIFUL WATERFRONT HOME WITH SALTWATER POOL AND CANAL ACCESS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The relaxed atmosphere at this beautiful home is perfect for vacationers who want to get away from everyday stress and w ...
From $336 per night (USD)
Expedia
From $318 per night (USD)
VRBO
3 Bed 2 Bath on Deep Canal 5 minutes to channel CLEAN & NICE. New boat hoist
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
No hurricane damage. This property is 100% ready to occupy. Nestled in Saint James City, Pine Island, Florida, this hous ...
From $318 per night (USD)
VRBO
From $261 per night (USD)
Expedia
PERFECT FISHING RETREAT, BEAUTIFUL HOME! JUST OFF PINE ISLAND SOUND.
Bedrooms:
2
Bathrooms:
2
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 $261 per night (USD)
Expedia
From $317 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 $317 per night (USD)
VRBO
$Dog-friendly, canal-front getaway with a dock, screened lanai, & washer\/dryer$
From $330 per night (USD)
Expedia
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 $330 per night (USD)
Expedia
From $185 per night (USD)
VRBO
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 nearly 2/3-acre lot in ...
From $185 per night (USD)
VRBO
From $459 per night (USD)
Expedia
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 $459 per night (USD)
Expedia

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Results: 181 Rentals