St. James City Rentals
From $422 per night (USD)VRBO
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Trade the everyday for island time at this stunning 3 bedroom 2 ½ bath coastal retreat. Whether you’re sipping coffee on ...
From $422 per night (USD)VRBO
From $363 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 $363 per night (USD)Expedia
From $494 per night (USD)VRBO
3/2 Heated Pool, Waterfront w/ Boat Lift!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your fresh and airy waterfront escape in St. James City! This beautifully maintained 3-bedroom, 2-bath pool h ...
From $494 per night (USD)VRBO
From $308 per night (USD)Expedia
2/2 Pool Home on the Water, Boat Lift Included!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront Paradise in St. James City | Heated Pool, Dock, Gulf Access 2 Bed | 2 Bath | Sleeps 4 | Boat Lift | Bikes | ...
From $308 per night (USD)Expedia
From $343 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 $343 per night (USD)VRBO
From $353 per night (USD)Expedia
King Suite on Canal
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to the Southernmost Inn! Compared to any other Inn on Pine Island, we can honestly say, "If you had st ...
From $353 per night (USD)Expedia
From $295 per night (USD)VRBO
Studio with a water view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Welcome to the Southernmost Inn! Compared to any other Inn on Pine Island, we can honestly say, "If you had st ...
From $295 per night (USD)VRBO
From $357 per night (USD)Expedia
Studio on the water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to the Southernmost Inn! Compared to any other Inn on Pine Island, we can honestly say, "If you had st ...
From $357 per night (USD)Expedia
From $413 per night (USD)VRBO
Canal Suite with Water views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Welcome to the Southernmost Inn! Compared to any other Inn on Pine Island, we can honestly say, "If you had st ...
From $413 per night (USD)VRBO
From $484 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 $484 per night (USD)Expedia
From $308 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 $308 per night (USD)VRBO
From $328 per night (USD)Expedia
Private Pool & Deck: Canalfront St James City Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Endless aquatic activities await at this St. James City vacation rental! This 3-bedroom, 2-bathroom home offers a Gulf C ...
From $328 per night (USD)Expedia
From $87 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 $87 per night (USD)VRBO
From $250 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 $250 per night (USD)VRBO
From $358 per night (USD)VRBO
Coastal Family Home w/ Game Room in St James City!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
WFH Friendly | Screened Deck | 4 Mi to Tropical Point Park & Gulf Palm trees, warm weather, chic interior, oh my! Take ...
From $358 per night (USD)VRBO
From $475 per night (USD)VRBO
Old Florida Charm with heated salt water pool & beautiful gardens with hammocks
- 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 $475 per night (USD)VRBO
From $161 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 $161 per night (USD)VRBO
From $341 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 $341 per night (USD)Expedia
From $422 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 $422 per night (USD)VRBO
From $285 per night (USD)Expedia
Piece of Paradise for All Seasons!!! Bring Your Boat!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Castaway Cottage is waiting for you! Come enjoy fishing and boating, or just relax with a cocktail in the screened lanai ...
From $285 per night (USD)Expedia
From $342 per night (USD)VRBO
☀️TRANQUILITY VILLA☀️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Fisherman’s Paradise with Private Dock, Kayaks & Golf Cart – Escape to Old Florida charm on Pine Island’s se ...
From $342 per night (USD)VRBO
From $346 per night (USD)Expedia
Boat Dock & Patio: Canal-Front St James City Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Walk to Local Restaurants | Fishing On-Site | Unique Views Calling all foodies, boaters, and explorers — this bright va ...
From $346 per night (USD)Expedia
From $435 per night (USD)VRBO
A Personal Waterfront Micro-Resort on SW Florida's Pine Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This is a very private, quiet and cozy gem on the tropical resort-like grounds of "Villa Key West", a Key West style ho ...
From $435 per night (USD)VRBO
From $258 per night (USD)Expedia
NEWLY REMODELED-Peaceful Florida Island Home-5 minute canal ride to Gulf waters!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $258 per night (USD)Expedia
From $268 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 $268 per night (USD)VRBO
From $266 per night (USD)Expedia
BEAUTIFUL GULF ACCESS DEEP CANAL HOME .
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Immaculate saltwater canal Gulf access with no bridges minutes from open water. It doesn't get any better than this. Loo ...
From $266 per night (USD)Expedia
From $160 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 $160 per night (USD)VRBO
From $635 per night (USD)Expedia
Updated St James City Home on Canal w/ Pool & Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $635 per night (USD)Expedia
From $417 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 $417 per night (USD)VRBO
From $328 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 $328 per night (USD)Expedia
From $311 per night (USD)VRBO
🔆🏝LITTLE PARADISE🏝🔆
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $311 per night (USD)VRBO
From $321 per night (USD)Expedia
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 $321 per night (USD)Expedia
From $298 per night (USD)VRBO
Pine Island Beach House! *Gulf Access, Heated Pool, Hot Tub & Boat Dock*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the "Blue Marlin"! St. James City on Pine Island is a fishing and boating community with old Florida charm! ...
From $298 per night (USD)VRBO
From $275 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 $275 per night (USD)Expedia
From $333 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 $333 per night (USD)VRBO
From $184 per night (USD)Expedia
Pine Island Paradise - Saltwater Canal 2 bed/2 bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for your own piece of island paradise? This beautifully decorated spacious 2 bedroom, 2 bathroom home in St. Jam ...
From $184 per night (USD)Expedia
From $539 per night (USD)VRBO
Island Vibe! 3/2 Salt Water Heated Pool with Bonus Room, Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Island Vibe – Gulf Access Oasis with Heated Saltwater Pool & Spa Your dream Pine Island getaway awaits at this newly re ...
From $539 per night (USD)VRBO
From $404 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 $404 per night (USD)VRBO
From $201 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 $201 per night (USD)VRBO
From $564 per night (USD)Expedia
3/2 Beautiful Pool Home on the Water in St. James City!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
There is nothing better than slipping away to your tropical paradise vacation home knowing that everything is in tip top ...
From $564 per night (USD)Expedia
From $270 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 $270 per night (USD)VRBO
From $466 per night (USD)Expedia
🐠Waterfront Island and Pool Dream Retreat!🐋
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
🌴Unique and tranquil getaway. No hurricane damage 🐠Heated pool on the water… make your families dream vacation! 🏖Priv ...
From $466 per night (USD)Expedia
From $319 per night (USD)VRBO
TWO MASTER SUITES-POOL -WATERFRONT ON CORNER LOT - BOAT LIFT -OUTDOOR KITCHEN
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Our beautiful newly remodeled home away from home is located in St. James City, Florida. It was just remodeled from the ...
From $319 per night (USD)VRBO
From $273 per night (USD)VRBO
Tropical Point
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. Away from the noise of the city. Bring your kayak! Just one ...
From $273 per night (USD)VRBO
From $171 per night (USD)VRBO
Fishing haven with dock, soaking pool, and quick fishing destinations.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your next getaway awaits at the beautiful Harpoon Lane in St. James City, FL. Our inviting 2-bedroom, 2-bathroom home i ...
From $171 per night (USD)VRBO
From $281 per night (USD)Expedia
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 $281 per night (USD)Expedia
From $371 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 $371 per night (USD)VRBO
From $73 per night (USD)Expedia
Peaceful Island Living @ The Buccaneer Condo 1BR/1 BR with 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 $73 per night (USD)Expedia
From $402 per night (USD)VRBO
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 $402 per night (USD)VRBO
From $446 per night (USD)Expedia
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 $446 per night (USD)Expedia
From $278 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 $278 per night (USD)VRBO
From $351 per night (USD)Expedia
Tropical Island Oasis Full Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $351 per night (USD)Expedia
Click For PricingVRBO
Waterside Cottage: Newly Renovated on canal w 26’ boat dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Very Private Pine Island Retreat! Experience the quiet charm of Old Florida at our 5-star rated waterf ...
Click For PricingVRBO
From $286 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 $286 per night (USD)VRBO
From $330 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 $330 per night (USD)VRBO
From $286 per night (USD)Expedia
Serene Pine Island Getaway w/ Lanai & Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Pine Island Setting | 34 Mi to Sanibel Lighthouse | 3 Bikes Provided Live like an islander at 'Serene Pine Island Getaw ...
From $286 per night (USD)Expedia
From $143 per night (USD)VRBO
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 $143 per night (USD)VRBO
From $169 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 $169 per night (USD)VRBO
From $330 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 $330 per night (USD)VRBO
From $328 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 $328 per night (USD)Expedia
From $274 per night (USD)VRBO
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 $274 per night (USD)VRBO
From $259 per night (USD)VRBO
Fisherman's Island Paradise - Southwest Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for peace and tranquility? Come visit and get to know Saint James City, FL. Beautiful sunset views right from th ...
From $259 per night (USD)VRBO
From $315 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 $315 per night (USD)VRBO
From $288 per night (USD)Expedia
Off the Charts Inn - Queen Double Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the ultimate comfort and luxury in our expansive Queen double bed room! Immerse yourself in the sheer bliss o ...
From $288 per night (USD)Expedia
From $282 per night (USD)VRBO
Pet friendly 3 bedroom, 2 bath pool home with direct access.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this pet-friendly home, eagerly awaiting your arrival. With three bedrooms and two full baths, it provides a ...
From $282 per night (USD)VRBO
From $339 per night (USD)Expedia
Waterfront Paradise in St. James City – 2BR/2BA with Pool, Dock & Tiki Hut
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your perfect waterfront escape in beautiful St. James City! This spacious and newly updated 2-bedroom, 2-bath ...
From $339 per night (USD)Expedia
From $462 per night (USD)VRBO
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 $462 per night (USD)VRBO
From $222 per night (USD)Expedia
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 $222 per night (USD)Expedia
From $415 per night (USD)VRBO
Pine Island canal home with boat access to Gulf.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your morning coffee with spectacular sunrises looking down the canal. Typical Florida landscaping with palm trees, ...
From $415 per night (USD)VRBO
From $179 per night (USD)Expedia
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 $179 per night (USD)Expedia
From $233 per night (USD)VRBO
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy island time year-round and soak up the laid-back island vibes from this newly renovated, cozy bungalow situat ...
From $233 per night (USD)VRBO
From $388 per night (USD)Expedia
Beautiful Pool home on Canal!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom home on deep Monroe Canal with a heated pool. Put your boat in the water and keep it at the house ...
From $388 per night (USD)Expedia
From $452 per night (USD)VRBO
Gorgeous & Spacious 3/3.5, Incredible Water Views! Sleeps 9!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Incredible 3 bedroom 3.5 bath home with endless water views! This brand new renovated home offers so much space for the ...
From $452 per night (USD)VRBO
From $324 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 $324 per night (USD)VRBO
From $230 per night (USD)VRBO
Kayaks & Access to Beach on Matlacha Pass
- 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 $230 per night (USD)VRBO
From $383 per night (USD)Expedia
Welcome to the Gecko House! 3/2 in St. James on Monroe Canal!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront Escape in St. James City, Canal Home with Boat Tie-Up Welcome to your perfect waterfront getaway in the hear ...
From $383 per night (USD)Expedia
From $518 per night (USD)VRBO
Waterfront Oasis w/ Pool, & Dock- Sleeps 8!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Waterfront Retreat in St. James City, Florida – Sleeps 8 Escape to this beautifully finished vacation home in charming ...
From $518 per night (USD)VRBO
From $350 per night (USD)Expedia
The Monroe Lookout! 2/2 Pool Waterfront Home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Waterfront Paradise in St. James City! Escape to your perfect island getaway at this stunning home nestled on the vibran ...
From $350 per night (USD)Expedia
From $404 per night (USD)VRBO
3-bedroom waterfront pool house in Manatee Bay. 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 $404 per night (USD)VRBO
From $254 per night (USD)VRBO
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 ...
From $254 per night (USD)VRBO
From $298 per night (USD)VRBO
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 $298 per night (USD)VRBO
From $143 per night (USD)Expedia
Lazy Dolphin Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
WARNING ** This property may cause: calmness, relaxation, mindfulness and happiness! Relax at this unique and peaceful ...
From $143 per night (USD)Expedia
From $281 per night (USD)VRBO
The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Crab Shack – Your Coastal Hideaway in Saint James City! Escape to The Crab Shack, a cozy and stylish hom ...
From $281 per night (USD)VRBO
From $139 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 $139 per night (USD)Expedia
From $295 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 $295 per night (USD)VRBO
From $627 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 $627 per night (USD)VRBO
From $153 per night (USD)VRBO
Crab Cove Inn: Direct Gulf Access 3BR/2BA w/ Boat Dock & Trailer parking.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to our bright 3-bedroom, 2-bath canal-front home with a full kitchen and water views. Enjoy meals in the dining r ...
From $153 per night (USD)VRBO
From $308 per night (USD)Expedia
Margaritaville! 3bd2ba house in Saint James City 2 mins to open water w13k lift.
- Bedrooms:
- 1
- 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 $308 per night (USD)Expedia
From $142 per night (USD)VRBO
Red Fish Pass - Cozy 2-bedroom 1.5 bath on shared launch on Charming Pine Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**PLEASE NOTE - PINE ISLAND WAS THE VICTIM OF SEVERAL MAJOR STORMS AND IS SLOWLY REBUILDING. THERE IS STILL EVIDENCE OF ...
From $142 per night (USD)VRBO
From $252 per night (USD)Expedia
ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED!
- 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 $252 per night (USD)Expedia
From $200 per night (USD)VRBO
Waterfront Paradise - 2BR/2BA Home with Gulf Access in Pine Island, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Waterfront Paradise Near Sanibel & Captiva – Your Private Coastal Escape Awaits Discover your own slice of paradise j ...
From $200 per night (USD)VRBO
From $184 per night (USD)Expedia
\"Waterfront Gulf-Access Getaway – Fully Remodeled 2BR/2BA Vacation Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a peaceful stay at this 2-bedroom house in Saint James City. The cozy bedrooms feature 2 queen beds, perfect for a ...
From $184 per night (USD)Expedia
From $434 per night (USD)VRBO
3634 Bayview Avenue (Paradise): 3 BR, 2.5 BA House in Saint James City, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream vacation destination, located in the highly sought-after waterfront community of Bayview Acres in ...
From $434 per night (USD)VRBO
From $198 per night (USD)Expedia
St James City brand new 3-bedroom home with WiFi, AC and boat lift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Unwind in Saint James City at this adorable mobile home. With 3 cozy bedrooms including 2 queen beds and 1 twin bed, gue ...
From $198 per night (USD)Expedia
From $443 per night (USD)VRBO
Blue Agave 2/2 Waterfront w/Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience laid-back Pine Island vibes at this newly renovated home! Relax with expansive waterfront views, a private po ...
From $443 per night (USD)VRBO
From $474 per night (USD)VRBO
\"Charming 3-Bedroom House One Canal from Bay with Boat Lift in Saint James City
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Your cozy getaway in Saint James City awaits at this charming 3-bedroom home. Complete with a washing machine, iron, hai ...
From $474 per night (USD)VRBO
From $311 per night (USD)VRBO
Island Sunset Retreat with Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover laid-back island living in this charming 3-bedroom, 2-bathroom waterfront home, perfectly situated in the peace ...
From $311 per night (USD)VRBO
From $354 per night (USD)Expedia
Paradise on the Water with Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect island getaway in beautiful St. James City, located on the southern tip of Pine Island, Florida. ...
From $354 per night (USD)Expedia
From $360 per night (USD)VRBO
Paradise Point in St James City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Charming 2Bd2Ba house in Saint James City heated pool, dock and lift. 1/2 Acre! This marvelous house is a gem waiting to ...
From $360 per night (USD)VRBO
From $754 per night (USD)Expedia
Charming 2-bedroom house in pleasant Saint James City with AC, WiFi, Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in one of the sweetest parts of Saint James City, this delightful house offers 2 cozy bedrooms - one with a king ...
From $754 per night (USD)Expedia