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 $158 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 $158 per night (USD)
VRBO
From $225 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 $225 per night (USD)
Expedia
$3\/2 Heated Pool, Waterfront w\/ Boat Lift!$
From $364 per night (USD)
VRBO
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 $364 per night (USD)
VRBO
$2\/2 Pool Home on the Water, Boat Lift Included!$
From $343 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 $343 per night (USD)
Expedia
$RENTAL READY! Newly Renovated 2\/2 POOL Home with BOAT LIFT, INCREDIBLE ACCESS$
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
$Welcome to Porchfish! 3\/2 in St. James City! Boat lift & Beautiful Views! No Hurricane Damage$
From $239 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 $239 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
$Tropical Paradise! Gorgeous 3\/3 Pool Home!$
From $303 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 $303 per night (USD)
Expedia
From $250 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 $250 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 $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 $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 $135 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 $135 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 $270 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 $270 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 $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 $201 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 $201 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 Pricing
Expedia
From $236 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 $236 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
$Updated St James City Home on Canal w\/ Pool & Dock$
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
$Reel Paradise! 2\/2 with So Much Waterfront! Boat Lift Included!$
From $322 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 $322 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 Pricing
VRBO
From $193 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 $193 per night (USD)
Expedia
From $293 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 $293 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 $248 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 $248 per night (USD)
VRBO
From $195 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 $195 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $288 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 $288 per night (USD)
Expedia
$Island Vibe! 3\/2 Salt Water Heated Pool with Bonus Room, Waterfront!$
From $361 per night (USD)
VRBO
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 $361 per night (USD)
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 $266 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 $266 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 $311 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 $311 per night (USD)
VRBO
$Treasure Cove Serenity! 3\/2 with Hot Tub!$
From $266 per night (USD)
Expedia
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)
Expedia
From $203 per night (USD)
VRBO
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 $203 per night (USD)
VRBO
$Summer Special! Waterfront 3\/2 Pine Island!$
From $234 per night (USD)
Expedia
Summer Special! Waterfront 3\/2 Pine Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming 3/2 in located in the heart of St. James City! Nestled on a quiet corner, on a large lot offering so much ...
From $234 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Villa Papaya in St James city !
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your island getaway in the charming community of St. James City! This vacation rental home offers the perfect ...
From $331 per night (USD)
VRBO
$3\/3 Amazing Heated Pool Home in St. James City!$
From $257 per night (USD)
Expedia
3\/3 Amazing Heated Pool Home in St. James City!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom 3 bathroom home off water with an heated amazing pool! Recently upgraded including a beautiful kitch ...
From $257 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Welcome to Island Vibes with a Modern Touch! Come enjoy Pine Island.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Relaxing property inside and out! Space for your family to enjoy the home and yard! Sitting out back during the day or n ...
From $168 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Cozy Cottage on Direct Access Canal with Boat Lift
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Waterman is a newly remodeled 2 bedroom, 1 bath stilt bungalow. Located on the Monroe Canal, this home is perfect fo ...
From $245 per night (USD)
Expedia
$Paradise on the water w\/ a pool & great fishing!$
From $117 per night (USD)
VRBO
Paradise on the water w\/ a pool & 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. ...
From $117 per night (USD)
VRBO
$4\/2 Off Water Property in St. James City!$
From $239 per night (USD)
Expedia
4\/2 Off Water Property in St. James City!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4/2 Off Water Home in St. James City! This 4 bedroom 2 bathroom homes offers a ton of space for the entire family with a ...
From $239 per night (USD)
Expedia
$Gorgeous & Spacious 3\/3.5, Incredible Water Views! Sleeps 9!$
From $355 per night (USD)
VRBO
Gorgeous & Spacious 3\/3.5, Incredible Water Views! Sleeps 9!
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Incredible 3 bedroom 2.5 bath home with endless water views! This brand new renovated home offers so much space for the ...
From $355 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Charming waterfront home in Saint James City on Main Canal
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Island Blues Charming Home! Welcome to our tranquil Island Blues home with beautiful canal views and direct access to ...
From $222 per night (USD)
VRBO
$Relax on Island Time In This 2 Bed \/ 1 Bath Home$
From $174 per night (USD)
VRBO
Relax on Island Time In This 2 Bed \/ 1 Bath Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to Saint James City, FL, and unwind in this charming 2-bedroom home near Tropical Point Park. Enjoy an open kitch ...
From $174 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Luxurious waterfront home, pool, boat dock, filet station, private guest suite
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Coastal Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $495 per night (USD)
Expedia
$Gorgeous 3\/2 Pool Home in St. James City, Incredible Water Access!$
From $357 per night (USD)
VRBO
Gorgeous 3\/2 Pool Home in St. James City, Incredible Water Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Brand new and gorgeous pool home in St. James City! This property offers 3 bedrooms, primary bedroom offering a king siz ...
From $357 per night (USD)
VRBO
$Snook\/Sheephead @ 2 Fish Inn Waterside Location$
From $193 per night (USD)
Expedia
Snook\/Sheephead @ 2 Fish Inn Waterside Location
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
The Snook/Sheephead @ the 2 Fish Inn offers an exceptional retreat for those seeking to explore the abundant charms of P ...
From $193 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Cabana @ 2 Fish Inn Pool Side
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Are you searching for your slice of island paradise while on vacation? Look no further than the Cabana at the 2 Fish Inn ...
From $284 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Dream Vacation Pool and Waterfront Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
With its prime waterfront location, luxurious pool, and beautifully appointed living spaces, this 2-bedroom, 2-bathroom ...
From $274 per night (USD)
Expedia
$2\/2 Property in St. James City, Pet Friendly, Fenced in Yard!$
From $181 per night (USD)
VRBO
2\/2 Property in St. James City, Pet Friendly, Fenced in Yard!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Charming 2/2 in St. James City with plenty of space to park a boat trailer and is pet friendly! Both rooms offering quee ...
From $181 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Bananarama! A 3bd2ba house in Saint James City 2 mins to open water w13k lift.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this charming house in picturesque Saint James City. Close to everything on a quiet and quaint culdesac. With ...
From $348 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 $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 $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 $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 $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
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 Pricing
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 $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 $296 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 $296 per night (USD)
Expedia
From $268 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 $268 per night (USD)
VRBO
$Pine Island Retreat 2\/2 on Canal!!$
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 $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 $171 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 $171 per night (USD)
VRBO
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
$LOCATION Cozy bungalow on Monroe Canal, the most entertaining \/ traveled canal$
From $240 per night (USD)
VRBO
LOCATION Cozy bungalow on Monroe Canal, the most entertaining \/ traveled canal
Bedrooms:
3
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 $240 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Pool home with Dock - March booking special!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom pool home on deep Monroe Canal. Put your boat int he water at the house and avoid the ramp each day ...
From $303 per night (USD)
Expedia
$Pine Island canal home with boat access to Gulf.\n\n$
From $296 per night (USD)
VRBO
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)
VRBO
From $220 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 $220 per night (USD)
Expedia
From $234 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 $234 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Off the Charts Inn - Standard Queen room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse yourself in the sheer bliss of this spacious haven, complete with a fully equipped kitchen for your convenience. ...
From $219 per night (USD)
Expedia
From $234 per night (USD)
VRBO
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 $234 per night (USD)
VRBO
From $278 per night (USD)
Expedia
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 $278 per night (USD)
Expedia
From $161 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 $161 per night (USD)
VRBO
$Waterfront Paradise, 2\/2 Heated Pool, Tiki Hut & Stunning Views$
From $394 per night (USD)
Expedia
Waterfront Paradise, 2\/2 Heated Pool, Tiki Hut & Stunning Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this gorgeous 2/2 waterfront retreat, featuring a brand new heated pool and a spacious lanai with outdoor seat ...
From $394 per night (USD)
Expedia
From $218 per night (USD)
VRBO
2-bedroom waterfront home with gulf access and close to bars and restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with the entire family at our peaceful getaway. Enjoy nature at its finest, as you might be greeted by manatees, d ...
From $218 per night (USD)
VRBO
$3\/2 Beautiful Pool Home on the Water! No Hurricane Damage$
Click For Pricing
Expedia
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 Pricing
Expedia
From $710 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 $710 per night (USD)
VRBO
$1\/1 Condo in St. James City! Boat Slip Included!$
From $147 per night (USD)
Expedia
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 $147 per night (USD)
Expedia
$Tranquility in St. James City! 2\/2 Overlooking Mangroves!$
From $225 per night (USD)
VRBO
Tranquility in St. James City! 2\/2 Overlooking Mangroves!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover tranquility in this charming 2-bedroom, 2-bath home nestled among lush mangroves. Enjoy a fully stocked kitchen ...
From $225 per night (USD)
VRBO
From $189 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 $189 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 $215 per night (USD)
Expedia
NEW! Tropical Oasis with Private Screened Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a tropical paradise at this charming retreat in Saint James City! Nestled on the picturesque Myers Lane, this ...
From $215 per night (USD)
Expedia
From $176 per night (USD)
VRBO
ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED! The Purple House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
DIRECT GULF ACCESS HOME - Step back in time, recharge yourself on ISLAND TIME! Pine Island is laid back Old Florida wher ...
From $176 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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 $230 per night (USD)
Expedia
From $249 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! Welcome to Pine Island Breeze, a charmin ...
From $249 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Best Kept Secret #SJC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your cozy getaway awaits in Saint James City at this pleasant house. Family friendly spacious home, with 3 bedrooms and ...
From $312 per night (USD)
VRBO
$Gorgeous 3\/2 Waterfront Home with Heated Pool!$
From $442 per night (USD)
VRBO
Gorgeous 3\/2 Waterfront Home with Heated Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to 'In July, a lemonade'! This 3 bedroom 2 bathroom home has been completed renovated top to bottom. This stilt ...
From $442 per night (USD)
VRBO
From $350 per night (USD)
Expedia
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)
Expedia
$The Monroe Lookout! 2\/2 Pool Waterfront Home!$
From $288 per night (USD)
VRBO
The Monroe Lookout! 2\/2 Pool Waterfront Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beautiful heated pool waterfront home in St. James City! This property offers 2 bedrooms and 2 bathrooms, large living s ...
From $288 per night (USD)
VRBO
From $217 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 $217 per night (USD)
Expedia

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Results: 176 Rentals