
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
- 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 $155 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 $155 per night (USD)VRBO
- From $139 per night (USD)
VRBO
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 $139 per night (USD)VRBO
- From $671 per night (USD)
VRBO
World Class Fishing, direct canal on Gulf of Mexico, 3\/3, boat lift, heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Luxury waterfront home with heated pool, direct Gulf access with private docking for your boat. Open concept layout with ...
From $671 per night (USD)VRBO
- From $222 per night (USD)
Expedia
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 $222 per night (USD)Expedia
- From $365 per night (USD)
VRBO
3\/2 Heated Pool Home on the Water in St. James City! No Hurricane Damage!
- 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 $365 per night (USD)VRBO
- From $351 per night (USD)
Expedia
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 $351 per night (USD)Expedia
- From $257 per night (USD)
VRBO
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)VRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- From $312 per night (USD)
VRBO
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)VRBO
- 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 $326 per night (USD)
VRBO
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 $326 per night (USD)VRBO
- From $91 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 $91 per night (USD)VRBO
- From $198 per night (USD)
VRBO
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)VRBO
- 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)
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 $186 per night (USD)
VRBO
Studio on the Water. Great for monthly stays!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to Southernmost Inn on Pine Island! Come and enjoy a relaxing stay on the water in our "Rod Studio". We are loc ...
From $186 per night (USD)VRBO
- From $213 per night (USD)
VRBO
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)VRBO
- From $275 per night (USD)
Expedia
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 $275 per night (USD)Expedia
- From $271 per night (USD)
VRBO
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 $271 per night (USD)VRBO
- From $250 per night (USD)
Expedia
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 $250 per night (USD)Expedia
- From $229 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $320 per night (USD)
VRBO
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 $320 per night (USD)VRBO
- From $251 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 $251 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
- From $233 per night (USD)
Expedia
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 $233 per night (USD)Expedia
- From $329 per night (USD)
VRBO
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 $329 per night (USD)VRBO
- From $101 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 $101 per night (USD)VRBO
- From $169 per night (USD)
VRBO
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)VRBO
- From $135 per night (USD)
Expedia
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 $135 per night (USD)Expedia
- From $135 per night (USD)
VRBO
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)VRBO
- From $223 per night (USD)
Expedia
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 $223 per night (USD)Expedia
- From $704 per night (USD)
VRBO
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 $704 per night (USD)VRBO
- 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 $261 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 $261 per night (USD)VRBO
- From $149 per night (USD)
Expedia
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 $149 per night (USD)Expedia
- From $196 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 for your use to explore or fish. M ...
From $196 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $403 per night (USD)
VRBO
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 $403 per night (USD)VRBO
- From $2107 per night (USD)
Expedia
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)Expedia
- From $494 per night (USD)
VRBO
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)VRBO
- From $337 per night (USD)
Expedia
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)Expedia
- From $260 per night (USD)
VRBO
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 $260 per night (USD)VRBO
- From $141 per night (USD)
Expedia
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 $141 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $325 per night (USD)
Expedia
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 $325 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $192 per night (USD)
Expedia
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 $192 per night (USD)Expedia
- From $291 per night (USD)
VRBO
☀️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 $291 per night (USD)VRBO
- From $300 per night (USD)
Expedia
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 $300 per night (USD)Expedia
- From $353 per night (USD)
VRBO
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)VRBO
- From $205 per night (USD)
Expedia
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)Expedia
- From $204 per night (USD)
VRBO
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 $204 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $235 per night (USD)
VRBO
(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 $235 per night (USD)VRBO
- From $338 per night (USD)
Expedia
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)Expedia
- From $425 per night (USD)
VRBO
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 $425 per night (USD)VRBO
- 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
- From $232 per night (USD)
VRBO
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 $232 per night (USD)VRBO
- From $191 per night (USD)
Expedia
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 $191 per night (USD)Expedia
- From $253 per night (USD)
VRBO
🔆🏝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 $253 per night (USD)VRBO
- From $279 per night (USD)
Expedia
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 $279 per night (USD)Expedia
- From $196 per night (USD)
VRBO
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 $196 per night (USD)VRBO
- From $311 per night (USD)
Expedia
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 $311 per night (USD)Expedia
- From $246 per night (USD)
VRBO
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)VRBO
- From $294 per night (USD)
Expedia
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)Expedia
- From $182 per night (USD)
VRBO
**New** 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 $182 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Island Vibe! 3\/2 Salt Water Heated Pool with Bonus Room, Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*No Hurricane Damage* Welcome to Island Vibe! Brand new look! Gorgeous 3 bedroom two bath with heated salt water pool wi ...
From $360 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $457 per night (USD)
Expedia
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)Expedia
- 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
- 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 $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
- From $291 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 $291 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $148 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 $148 per night (USD)Expedia
- From $686 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 $686 per night (USD)VRBO
- From $408 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 $408 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
- From $242 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 Boat House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $242 per night (USD)Expedia
- 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 $210 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 $210 per night (USD)Expedia
- 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 PricingVRBO
- 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
- 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
- From $276 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 $276 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
- From $327 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 $327 per night (USD)VRBO
- From $277 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 $277 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $314 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 $314 per night (USD)Expedia
- From $314 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 $314 per night (USD)VRBO
- From $261 per night (USD)
VRBO
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)VRBO
- 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
- From $308 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 $308 per night (USD)Expedia
- From $206 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 $206 per night (USD)VRBO
- From $466 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 $466 per night (USD)Expedia