St. James City Rentals
From $287 per night (USD)VRBO
The Golden Flamingo – 2B/1Ba – Pool & Boat Ramp in Flamingo Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Golden Flamingo – Old Florida Charm with Modern Comforts Welcome to The Golden Flamingo, your peaceful escape in th ...
From $287 per night (USD)VRBO
From $132 per night (USD)Expedia
The Flamingo at Sandpiper 2 bed 2 bath waterfront location with dock and lift
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A stunning 2-bedroom, 2-bathroom coastal retreat where you can park your boat right behind your house! Enjoy the ultimat ...
From $132 per night (USD)Expedia
From $317 per night (USD)VRBO
Waterfront getaway w/ Gulf access & dock, open living, bonus room, SUP/Kayak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Your Perfect Waterfront Getaway in St. James City, Pine Island! Experience the ultimate coastal retreat at th ...
From $317 per night (USD)VRBO
From $269 per night (USD)Expedia
Stilted Waterfront Escape with Dock, Lift, Fire Pit & Game Room
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 level vacation rental on stilts is a perfect getaway. The upper level boasts two bedrooms (both with ensuite bath ...
From $269 per night (USD)Expedia
From $210 per night (USD)VRBO
Island Getaway – Waterfront Home with Gulf Access & optional Boat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise at Island Getaway, the perfect waterfront retreat in St. James City on beautiful Pine Island! This ch ...
From $210 per night (USD)VRBO
From $515 per night (USD)Expedia
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby! Welcome to your perfect island escape! Nestled ...
From $515 per night (USD)Expedia
From $373 per night (USD)VRBO
Ocean access, gorgeous fully renovated 4/2 house, XL dock, boat lift & Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the beauty of Saint James City from this 4-bedroom house. With 1 king bed, 2 full beds, and 1 queen bed, this s ...
From $373 per night (USD)VRBO
From $244 per night (USD)Expedia
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Manatee Lookout Cottages- Our cute cottage is a brand NEW BUILD! We offer direct Gulf Access right in our bac ...
From $244 per night (USD)Expedia
From $447 per night (USD)VRBO
Canal-Front 3BR Retreat with Amazing Pool & Coastal Charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Southwest Florida getaway! This beautifully decorated 3-bedroom, 2-bath pool home offers a relax ...
From $447 per night (USD)VRBO
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Tropical Sunset
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Waterfront Retreat in Saint James City – 2BR/2BA Boater’s Paradise Welcome to your perfect getaway in sunny ...
Click For PricingVRBO
From $263 per night (USD)VRBO
Gulf Access Home | Private Dock | Tarpon Fishing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Bring your boat — Dock, unwind, and explore. Just 500 ft to open waters and just 15 nautical miles from Boca ...
From $263 per night (USD)VRBO
From $323 per night (USD)Expedia
Waterfront 2 Bed 2 Bath home, Boat Lift, Trailer Parking, 2 Kayaks and 2 Bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the charm of Saint James City from this welcoming 2‑bed, 2‑bath waterfront home. Inside, guests enjoy a bright ...
From $323 per night (USD)Expedia
From $151 per night (USD)VRBO
Beautiful waterfront 2-bdr/2 bath two family room house in Saint James City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful waterfront 2-bdr, 2 bath, two family room house fully furnishedwith dock and heavy duty covered boat lift hou ...
From $151 per night (USD)VRBO
From $272 per night (USD)Expedia
NEW! Waterfront 3BR/2BA retreat with king bed, Wi-Fi, grill, and water views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Escape in St. James City | Boat Lift | Buttonwood Key Welcome to your perfect coastal getaway in beautiful St. ...
From $272 per night (USD)Expedia
From $597 per night (USD)VRBO
🌴Heated Salt Water Pool - Waterfront - Pool Table. 2420 Sapodilla Ln | St James City | 2 Bedroom 2 Bath. Welcome to your private slice of paradise—where laid-back island charm meets elevated coastal comfort.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
✨ Why Guests Love This Home ✔ 🔥 Private heated salt water pool for year-round enjoyment ✔ 🍹 Minutes to waterfront din ...
From $597 per night (USD)VRBO
From $239 per night (USD)Expedia
Waterfront Gulf Access Home - Dock, Hot Tub, Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax, Unwind & Watch the Sunset Over the Water Welcome to your private canal-front escape in St. James City, where qui ...
From $239 per night (USD)Expedia
From $182 per night (USD)VRBO
The Salty Anchor - St. James City
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Salty Anchor was created as a place to slow down. Spend your days exploring Pine Island and the surrounding waters, ...
From $182 per night (USD)VRBO
From $182 per night (USD)Expedia
Water Front 3-bedroom home just minutes to Gulf waters and Sanibel Island.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming house in Saint James City offers 3 comfortable bedrooms - one with a king bed, one with a queen bed, and ...
From $182 per night (USD)Expedia
From $544 per night (USD)VRBO
Tranquil 3-bedroom canal front home with private pool in Saint James City
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Saint James City adventure begins at this 3-bedroom house canal front home. Private pool in your backyard. Easy boa ...
From $544 per night (USD)VRBO
From $359 per night (USD)Expedia
Dog-friendly, canal-front getaway with a dock, screened lanai, & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Lavender Life The Space: Whether you're visiting to venture out on the water or to indulge in a wide varie ...
From $359 per night (USD)Expedia
From $403 per night (USD)VRBO
Canal front home with in ground pool, wifi, private dock & water access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Diversity The Space: Welcome to your slice of paradise in Saint James City, Florida—a stunning canal front ...
From $403 per night (USD)VRBO
From $699 per night (USD)Expedia
Luxurious waterfront home, pool, boat dock, fillet station, private guest suite
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Coastal Escape The Space: Discover this enchanting Coastal Escape in Saint James City, FL, a chic vacation ...
From $699 per night (USD)Expedia
From $302 per night (USD)VRBO
Private home on the canal with dock, screened pool, patio, AC, & W/D - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Rock N' Reel Retreat The Space: Get your dose of carefree coastal living at this canal-front retreat. Alon ...
From $302 per night (USD)VRBO
From $149 per night (USD)Expedia
Charming condo in Saint James City. Stay a month or more and enjoy island life!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a peaceful stay at this 1-bedroom ground floor condo in Saint James City. The cozy bedroom features a queen bed, t ...
From $149 per night (USD)Expedia
From $429 per night (USD)VRBO
Lime Life Villa – Retro Escape in St. James City, Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lime Life Villa – Retro Escape in St. James City Welcome to Lime Life Villa, your slice of laid-back island life in su ...
From $429 per night (USD)VRBO
From $207 per night (USD)Expedia
Perfect Home in St. James City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront 2BR/2BA home + den (sleeps 6) in Saint James City with direct Gulf access and no bridges. Features 96 ft of c ...
From $207 per night (USD)Expedia
From $183 per night (USD)VRBO
Relax & Boat @Cherry LN Fish Shack waterfront 2BR/2B Home with Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your island escape at Cherry Lane Fish Shack! This 2-bedroom, 2-bath waterfront home in St. James City is all ...
From $183 per night (USD)VRBO
From $309 per night (USD)Expedia
Blue Heron is your waterfront 3BR/2BA getaway with boat lift, huge seawall
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Blue Heron – Waterfront Paradise with Boat Lift, Bikes, and Kayaks Welcome to Blue Heron, a stunning new 3-bed ...
From $309 per night (USD)Expedia
From $359 per night (USD)VRBO
Waterfront Gulf Access-Private Dock. See Dolphins
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
🌴 Waterfront Escape on Pine Island – Dolphins Included Wake up to dolphins swimming just steps from your private dock ...
From $359 per night (USD)VRBO
From $154 per night (USD)VRBO
Glamping in pine island, Charming 1-bedroom cabin in welcoming Saint James City
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Saint James City Tiny home cabin located on almost 3 acres of lush vegetation with 5 ponds , boasts 1 inviting b ...
From $154 per night (USD)VRBO
From $374 per night (USD)VRBO
3625 San Carlos Beach and Bay 3 bed 2 Bath Pool and Hot Tub Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach and Bay Oasis at 3625 San Carlos Dr Welcome to your waterfront vacation escape — a bright, beautifully furnished ...
From $374 per night (USD)VRBO
From $255 per night (USD)Expedia
3752 San Carlos Drive (Dockside Dreams): 3 BR, 2 BA House in Saint James City, Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Dockside Dreams @ 3752 San Carlos Dr. – Bayfront 3BR/2BA with Boat Lift & Quick Gulf Access Welcome to Dockside Dreams, ...
From $255 per night (USD)Expedia
From $244 per night (USD)VRBO
Boaters/fishing paradise. Friendly people all over
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
ISLAND TIME COTTAGE WITH CANAL ACCESS — JUST MINUTES BY BOAT TO THE GULF Embrace Laid-Back Island Living Relax on Pine ...
From $244 per night (USD)VRBO
From $326 per night (USD)Expedia
NEW Waterfront Cottage Retreat in St. James City — Brand New 1BR/1BA with Private Dock & Boat Lift
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Waterfront Cottage Retreat in St. James City — Brand New 1BR/1BA with Private Dock & Boat Lift Escape to this charming b ...
From $326 per night (USD)Expedia
From $395 per night (USD)VRBO
Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the beauty of pine island from this delightful 2-bedroom downstairs fully independent unit on more than an acre ...
From $395 per night (USD)VRBO
From $311 per night (USD)VRBO
Spacious 2-bedroom upstairs unit in a house surrounded by nature in Pine island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this upstairs unit in a house surrounded by a more than an acre of Nature while close to all the amenities pine ...
From $311 per night (USD)VRBO
From $175 per night (USD)VRBO
Tiny home glamping unit in pine island on a 6 acre property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this Glamping tiny home cabin in pine island on a 6 acre property in pristine nature setting . Guests will find ...
From $175 per night (USD)VRBO
From $437 per night (USD)Expedia
Waterfront Retreat: Charming 2-BR Home w/ AC, Dock & Peaceful.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover this charming 2-bedroom waterfront home in peaceful Saint James City. Each bedroom features a comfortable queen ...
From $437 per night (USD)Expedia
From $266 per night (USD)VRBO
Casa Del Mar Waterfront Home On Dawon Canal! Boat Lift and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this beautiful 3 bedroom, 2-bath waterfront home located inthe heart of St. James City with direct Gulf access ...
From $266 per night (USD)VRBO
From $309 per night (USD)VRBO
Beautiful 3bedroom second floor with full kitchen, a pool in pine island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Pine island is waiting for you at this 3-bedroom second floor unit with a full kitchen . The property is located on 6 a ...
From $309 per night (USD)VRBO
From $303 per night (USD)VRBO
3-bedroom ground floor complete unit with a shared pool in beautiful pine island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pine haven retreat unit # 2 Unwind in beautiful pine island at this complete ground floor unit . With three comfortab ...
From $303 per night (USD)VRBO
From $272 per night (USD)VRBO
Charming 3-bedroom upstairs unit in a house with a shared pool in pine island
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This Upstairs 3 bedroom unit located on 6 acres of serene natural beauty with a shared swimming pool in Pine island . ...
From $272 per night (USD)VRBO
From $409 per night (USD)VRBO
Waterfront 2BR/2BA Retreat with Pool, Outdoor Bar & Boat Lift – St. James City, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront 2BR/2BA Retreat with Pool, Outdoor Bar & Boat Lift – St. James City, FL Escape to your own slice of tropical ...
From $409 per night (USD)VRBO
From $483 per night (USD)Expedia
Tropical Tiki and Fishing Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your home away from home in Saint James City with 3 bedrooms. This gorgeous house features three king beds, providing pl ...
From $483 per night (USD)Expedia
From $370 per night (USD)VRBO
Sunset Views 2/3-BR w Den single family home w boat docking inl St. James City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise in this brand-new waterfront home in St. James City! This 2-bedroom, 2-bath home with an office/optio ...
From $370 per night (USD)VRBO
From $290 per night (USD)Expedia
A 2B/2B Hidden Waterfront Gem in St James City!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to island time in this beautiful 2-bedroom, 2-bath waterfront canal retreat in the heart of St. James City. Desig ...
From $290 per night (USD)Expedia
From $318 per night (USD)VRBO
Tranquail Waterfront 2 Bedroom, 2 Bathroom Home with Pool and Boat Lifts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom, 2-bath canal-front home offers the perfect blend of comfort and coastal living. Step inside to find a br ...
From $318 per night (USD)VRBO
From $280 per night (USD)Expedia
Beautiful 3 Bedroom/2.5 Bathroom Modern Luxury Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Seagrass Escape with luxury island living at 3778 San Carlos Drive Welcome to Seagrass, a refined island retreat design ...
From $280 per night (USD)Expedia
From $322 per night (USD)VRBO
Charming Seascape Casita, Kayaks and Bikes. Saint James City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our NEW Seascape Casita “Watch our video tour on YouTube — search for ‘Seascape Casita tour’ on YouTube.” ...
From $322 per night (USD)VRBO
From $303 per night (USD)VRBO
Wonderful 2-bedroom unit with shared pool in pine island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Saint James City is waiting for you at this 2-bedroom unit on a few acres of nature . Inside, guests find a tranquil spa ...
From $303 per night (USD)VRBO
From $417 per night (USD)VRBO
Island Escape in St. James City, Pool Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to your perfect island escape in St. James City! This charming pool home offers the ideal blend of relaxation an ...
From $417 per night (USD)VRBO
From $156 per night (USD)Expedia
Cozy coastal condo in St. James City with waterfront charm and easy island living.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your perfect island escape in St. James City! This charming one-bedroom condo offers laid-back coastal vibes ...
From $156 per night (USD)Expedia
From $292 per night (USD)VRBO
Reel It Inn is a 3/2 home in St James City. 3 kayaks,dock space, hottub, 2 bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom 2 bath Saint James City house. The beautiful space features a king bed, queen be ...
From $292 per night (USD)VRBO
From $419 per night (USD)Expedia
Lemon Fish Casita, Canal Front, Private Pool & Dock in Saint James City
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Experience the best of Southwest Florida at Lemon Fish Casita, a beautifully remodeled waterfront home in Saint James Ci ...
From $419 per night (USD)Expedia
From $245 per night (USD)VRBO
Chasing Waves 2-bedroom on Pine island at Tropical point in Saint James City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Chasing waves! A home dedicated in loving memory to our son, Chase. This tropical oasis is located off trop ...
From $245 per night (USD)VRBO
From $374 per night (USD)Expedia
3704 Bayview Ave Coastal Palm Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect island retreat at Coastal Palm Villa in beautiful St. James City. This inviting waterfront home off ...
From $374 per night (USD)Expedia
From $292 per night (USD)VRBO
Flamingo Bay Breeze - Island Living - Gulf Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Flamingo Bay Breeze, a brand-new waterfront retreat in Pine Island's charming Flamingo Bay community! This be ...
From $292 per night (USD)VRBO
From $223 per night (USD)VRBO
Glamping Cabin with a shared pool in the middle of best that nature has to offer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Come to pine island and stay at this charming 1-bedroom tiny glamping cabin. The cozy space features a queen bed in the ...
From $223 per night (USD)VRBO
From $278 per night (USD)VRBO
Beautiful , serene and spacious downstairs 2-bedroom house in pine island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy and peaceful getaway awaits in tropical pine island City at this cool downstairs unit of a house located in t ...
From $278 per night (USD)VRBO
From $345 per night (USD)VRBO
Peaceful and serene spacious unit in beautiful pine island on tropical 3 acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Forget your worries in this spacious and serene space. A spacious and beautiful whole upstairs unit in an almost 3 acre ...
From $345 per night (USD)VRBO