Holiday rentals in Saint James City

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Top-rated holiday rentals in Saint James City

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

Guest favourite

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 🌴🐠

10–17 Mar

€ 182 per night
Superhost

Guest house in Bokeelia

4.82 out of 5 average rating, 28 reviews

Adorable & spacious efficiency w/ full kitchen

Relax on island time in this adorable & spacious efficiency. It is equipped with wifi, full kitchen, full bathroom, and full closet. There is also a queen sized bed and futon to accommodate guests. Indoor and outdoor dining options. Charcoal grill on site. Designated outdoor smoking section in rear of efficiency with a firepit. Located just 2 miles from the BEST fishing pier in Southwest Florida. Tour the island and experience local restaurant yummy bites. Please *no pets, smoking, or parties *.

24 Apr – 1 May

€ 98 per night
Guest favourite

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.

27 Sep – 4 Oct

€ 129 per night

Popular amenities for Saint James City holiday 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 holiday rentals in Saint James City

Superhost

Cottage in Bokeelia

4.83 out of 5 average rating, 70 reviews

The Bokeelia Cottage

14–21 Dec

€ 162 per night
Guest favourite

Home in Matlacha

4.93 out of 5 average rating, 30 reviews

Matlacha Waterfront Fisherman’s Escape

9–16 May

€ 148 per night
Guest favourite

Home in Bokeelia

4.97 out of 5 average rating, 31 reviews

Relaxing island home near marina and boat ramp

26 Sep – 3 Oct

€ 183 per night
Guest favourite

Flat in Bokeelia

5.0 out of 5 average rating, 48 reviews

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

26 Nov – 3 Dec

€ 140 per night
Guest favourite

Home in Matlacha

5.0 out of 5 average rating, 17 reviews

Bayshore Bungalow - 1 bedroom

24–31 Aug

€ 122 per night
Guest favourite

Flat in Bokeelia

4.83 out of 5 average rating, 84 reviews

Family & Fisherman Get-a-way

22–29 Jul

€ 143 per night
Guest favourite

Holiday home in Saint James City

4.86 out of 5 average rating, 7 reviews

Waterfront Efficiency Apartment

24 Nov – 1 Dec

€ 148 per night
Guest favourite

Home in Bokeelia

4.97 out of 5 average rating, 59 reviews

Island Time Begins Here at Bokeelia Rd PINE ISLAND

15–22 Nov

€ 202 per night
Guest favourite

Home in Saint James City

4.88 out of 5 average rating, 52 reviews

🐠Waterfront Island and Pool Dream Retreat!🐋

14–21 Oct

€ 519 per night
Superhost

Flat in Bokeelia

4.86 out of 5 average rating, 43 reviews

Doublemint Duplex B - Cozy & Stylish Getaway!

30 Aug – 6 Sep

€ 140 per night
Guest favourite

Home in Saint James City

5.0 out of 5 average rating, 6 reviews

Panoramic Views & Heated Pool!

2–9 Dec

€ 755 per night
Guest favourite

Apartment in Bokeelia

5.0 out of 5 average rating, 14 reviews

Bokeelia Island Breeze

9–16 Oct

€ 183 per night

Quick stats about holiday 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

€ 65 before taxes and fees

Destinations to explore

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