Saint James City vacation rentals

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Top-rated vacation rentals in Saint James City

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

Guest favorite

Home in Saint James City

4.94 out of 5 average rating, 50 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 your 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. 4 seat Golf cart available. Steps to our private community pool & jet tub! Bikes & Kayaks & Games included.Sit back & relax! It's time 🌴🐠

Mar 10 – 17

R2,975 ZAR per night
Guest favorite

Cottage in Matlacha

4.88 out of 5 average rating, 130 reviews

Mojito Island Cottage

Update: In September we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our back yard. New large kitchen and one block from art galleries, restaurants and bars.

Sep 27 – Oct 4

R2,101 ZAR per night
Guest favorite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 614 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Jun 3 – 10

R2,504 ZAR per night

Popular amenities for Saint James City vacation rentals

Stay near Saint James City's top sights

Woody's Waterside Island Bar & Grill52 locals recommend
Ragged Ass Saloon32 locals recommend
The Waterfront Restaurant & Marina37 locals recommend
Winn-Dixie34 locals recommend
Low Key Tiki41 locals recommend
Galt Preserve13 locals recommend

Other great vacation rentals in Saint James City

Guest favorite

Home in Saint James City

5.0 out of 5 average rating, 29 reviews

Gulf getaway! Boat dock, heated saltwater pool

Sep 18 – 25

R5,136 ZAR per night
Superhost

Guesthouse in Bokeelia

4.82 out of 5 average rating, 28 reviews

Adorable & spacious efficiency w/ full kitchen

Apr 24 – May 1

R1,672 ZAR per night
Superhost

Apartment in Matlacha

4.88 out of 5 average rating, 17 reviews

Studio#1-Back Bay Sunsets in Matlacha

Sep 12 – 19

R2,310 ZAR per night
Superhost

Home in Bokeelia

5.0 out of 5 average rating, 4 reviews

*Newly Renovated* Fishing Getaway Near Boat Ramps

Jan 18 – 25

R2,469 ZAR per night
Superhost

Cottage in Bokeelia

4.83 out of 5 average rating, 70 reviews

The Bokeelia Cottage

Dec 14 – 21

R2,807 ZAR per night
Guest favorite

Home in Bokeelia

4.98 out of 5 average rating, 55 reviews

Peaceful Pine Island House 🌿 Top Floor

Aug 29 – Sep 5

R2,659 ZAR per night
Guest favorite

Home in Bokeelia

4.97 out of 5 average rating, 31 reviews

Relaxing island home near marina and boat ramp

Sep 26 – Oct 3

R3,060 ZAR per night
Superhost

Home in Matlacha

4.93 out of 5 average rating, 30 reviews

Matlacha Waterfront Fisherman’s Escape

May 9 – 16

R2,423 ZAR per night
Guest favorite

Apartment in Bokeelia

5.0 out of 5 average rating, 48 reviews

Bokeelia , Florida - Suite/ apartment, w/ Pool.

Dec 3 – 10

R2,389 ZAR per night
Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 17 reviews

Bayshore Bungalow - 1 bedroom

Aug 24 – 31

R1,983 ZAR per night
Guest favorite

Apartment in Bokeelia

4.83 out of 5 average rating, 84 reviews

Family & Fisherman Get-a-way

Jul 22 – 29

R2,380 ZAR per night
Guest favorite

Home in Bokeelia

4.97 out of 5 average rating, 59 reviews

Island Time Begins Here at Bokeelia Rd PINE ISLAND

Nov 15 – 22

R3,172 ZAR per night

Other great vacation rentals in Saint James City

Guest favorite

Condo in Bokeelia

5.0 out of 5 average rating, 14 reviews

Bokeelia Island Breeze

Oct 9 – 16

R2,787 ZAR per night
Guest favorite

Home in Saint James City

5.0 out of 5 average rating, 8 reviews

Quiet Island Get Away - Fishing, Relaxation & Fun

Aug 5 – 12

R4,722 ZAR per night
Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 7 reviews

Snapper Room in Matlacha

Mar 14 – 21

R2,817 ZAR per night
Guest favorite

Home in Saint James City

5.0 out of 5 average rating, 12 reviews

Pine Island Beach House! *Gulf Access, Heated Poo

Jul 28 – Aug 4

R5,954 ZAR per night
Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 9 reviews

‘San Carlos Fish Cottage’ by Boca Grande Pass

Nov 18 – 25

R3,601 ZAR per night
Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 11 reviews

* Cozy Beach Bungalow - Ocean Access *

Sep 28 – Oct 5

R5,123 ZAR per night
Guest favorite

Apartment in Cape Coral

4.91 out of 5 average rating, 82 reviews

Private Suite with lake view.

Mar 7 – 14

R1,597 ZAR per night
Guest favorite

Home in Matlacha

4.97 out of 5 average rating, 34 reviews

Island Cottage in Matlacha, Amazing!

Apr 13 – 20

R3,200 ZAR per night
Superhost

Home in Bokeelia

5.0 out of 5 average rating, 3 reviews

Bountiful Bokeelia

Oct 15 – 22

R3,238 ZAR per night
Guest favorite

Vacation home in Matlacha

4.92 out of 5 average rating, 12 reviews

Serenity Point~ Island Time Begins Here

Sep 23 – 30

R7,198 ZAR per night
Guest favorite

Guesthouse in Cape Coral

4.93 out of 5 average rating, 55 reviews

Cute & Cozy

Sep 1 – 8

R1,848 ZAR per night
Superhost

Home in Bokeelia

5.0 out of 5 average rating, 3 reviews

Pine Island paradise, on canal.

Nov 8 – 15

R6,435 ZAR per night

Quick stats about vacation rentals in Saint James City

Total rentals

130 properties

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

110 properties are a good fit for families

Total number of reviews

1.9K reviews

Nightly prices starting at

R1,326 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Saint James City?

    Yes! Work meets play with ease at over 50 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 50 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 50 vacation homes with pools in Saint James City, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Saint James City have air conditioning?

    Absolutely! We offer over 90 house 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 90 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 90 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 $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Saint James City