We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Saint James City vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Saint James City

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Rental unit in Saint James City

4.93 out of 5 average rating, 85 reviews

Island Castaway--Free Kayaks

This is the perfect place to sit back, relax and enjoy the view. You have the privacy of a one-bedroom apartment with small kitchen and bath. We are close to great restaurants and some of the best music on the island. Open water and excellent fishing are minutes away. Two kayaks are set up for fishing and are available for guests to use so bring your fishing rod. Pine Island has no beachs, but Ft Myers Beach is about an hour away or take a ferry ride from Bokeelia to Cayo Costa for the day.

Guest suite in Saint James City

4.98 out of 5 average rating, 96 reviews

Waterfront island private suite with private pool

Take it easy at this Island, PRIVATE, waterfront getaway! Enjoy a large PRIVATE electric heated pool, located directly on the water. Kayak dock and KAYAKS free with rental. Completely private entrance. Please be aware that Pine Island is a somewhat remote island without many commercial businesses and no public beaches but there’s more than plenty to do! 5 restaurants within 1 mile by car and many more within 8 miles. Located on a quiet residential street, directly on the water. Car is a must!

Home in Pelican

4.99 out of 5 average rating, 198 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Home in Saint James City

4.91 out of 5 average rating, 64 reviews

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻‍♀️KAYAKS🛶Boat to Beach🏖 Pets

DIRECT GULF ACCESS HOME - Step back in time, recharge yourself on ISLAND TIME! Pine Island is a laid back Old Florida atmosphere where you can get away from it all. 4 beds, 2 full baths. Steps to dock & canal. Sandy secluded Beaches are minutes away by BOAT! Island Hopping! Don't have a boat, no worries-water taxis & rentals are plentiful on the Island. Golf cart available for extra fee. Steps to private community pool & jet tub! Bikes & Kayaks & Games included.Sit back & relax! It's time 🌴🐠

Cottage in Saint James City

5 out of 5 average rating, 40 reviews

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Just under 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Home in Saint James City

5 out of 5 average rating, 13 reviews

Island Retreat

Welcome to paradise in Pine Island, Florida! This stunning 3 bedroom, 2 bathroom house is the ultimate vacation rental for those seeking a tranquil and waterfront experience. Relax with the whole family at this peaceful retreat. Visit our IG page at PineIsland_Retreat for photos, information and vacation ideas. Long Stay Discounts applied for stays of 7 nights or more. Discounts vary by stay. Longer Stay, Greater Discounts! Early Bird Discounts available for 2025-2026 bookings. Book Today!

Home in Captiva

4.97 out of 5 average rating, 115 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Home in Fort Myers

4.86 out of 5 average rating, 317 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

Guest suite in Burnt Store

4.84 out of 5 average rating, 331 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Home in Saint James City

4.94 out of 5 average rating, 18 reviews

2 Bedroom Island Oasis Getaway

Hi to all of our past & future guests. Our home is such a great place to stay, we are just steps from the water, fishing & the beautiful sunsets. We have space for your boat or you can rent ours. Completely remodeled home as of March 2022, there is a master bedroom and a 2nd bedroom along with a large bathroom. Guest will have access to the entire house including the lanai, patio, boat dock, boat ramp and parking. We also have an optional boat rental available to you right at the dock

Home in Matlacha

4.98 out of 5 average rating, 189 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Cottage in Bokeelia

4.99 out of 5 average rating, 121 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Saint James City vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Saint James City's top sights

Woody's Waterside Island Bar & Grill51 locals recommend

Yucatan Waterfront Bar and Grill42 locals recommend

Low Key Tiki41 locals recommend

The Waterfront Restaurant & Marina37 locals recommend

Winn-Dixie34 locals recommend

Olde Fish House Marina32 locals recommend

Other great vacation rentals in Saint James City

Home in Matlacha

5 out of 5 average rating, 11 reviews

Snapper Room in Matlacha

Home in Bokeelia

5 out of 5 average rating, 9 reviews

Pine Island paradise, priced right.

Home in Bokeelia

5 out of 5 average rating, 6 reviews

*Newly Renovated* Fishing Getaway Near Boat Ramps

Home in Matlacha

5 out of 5 average rating, 9 reviews

The Funky Flamingo

Condo in Bokeelia

5 out of 5 average rating, 15 reviews

Bokeelia Island Breeze

Home in Saint James City

4.79 out of 5 average rating, 19 reviews

Tropical Island Oasis Full Home

Home in Bokeelia

5 out of 5 average rating, 19 reviews

* Cozy Beach Bungalow - Ocean Access *

Rental unit in Pelican

5 out of 5 average rating, 11 reviews

Manatee Suite 3 / Funky Fish House at Cape Harbour

Quick stats about vacation rentals in Saint James City

Total rentals
180 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
70 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Saint James City?
Yes! Work meets play with ease at over 60 vacation rentals in Saint James City featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Saint James City?
Four-legged friends are welcome in Saint James City. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there Saint James City vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Saint James City, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Saint James City have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Saint James City. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Saint James City have wifi?
Absolutely! We offer over 130 house rentals with wifi in Saint James City. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Saint James City?
Saint James City has more than 120 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Saint James City have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Saint James City. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Saint James City?
Experience the best of Saint James City with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore