A sandy beach with a lighthouse and palm trees.

Boca Grande Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Boca Grande holiday rentals

1. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is NZ$652
includes taxes & fees
7 Sept - 8 Sept
MALU LANI Inn & Marina

2. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.2 out of 10, Wonderful, (25 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is NZ$892
includes taxes & fees
21 Aug - 22 Aug
Chadwick Cove Resort & Marina

3. Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (54 reviews)
"It was a relaxing and beautiful stay!"
United States
Samantha I.
The price is NZ$507
includes taxes & fees
18 Aug - 19 Aug
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

4. Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (50 reviews)
"Very clean everything you need great location!"
United States
Laura B.
The price is NZ$502
includes taxes & fees
17 Aug - 18 Aug
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

5. Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (62 reviews)
"The location was so convenient to the beaches. Very relaxing and a great place to go to truly feel like you are in a tropical oasis."
United States
Thomas
The price is NZ$507
includes taxes & fees
18 Aug - 19 Aug
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

6. Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
9.8 out of 10, Exceptional, (18 reviews)
"peaceful and quiet in a great place to getaway"
United States
Louis
The price is NZ$524
includes taxes & fees
17 Aug - 18 Aug
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

7. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is NZ$585
includes taxes & fees
17 Aug - 18 Aug
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

8. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (51 reviews)
"We had a great stay, was exactly as described. The host had great communication and gave great advice for the property and surrounding area."
United States
Jennifer D.
The price is NZ$659
includes taxes & fees
17 Aug - 18 Aug
NEW!! The “WATERSIDE” COTTAGE~With dockage

9. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is NZ$635
includes taxes & fees
17 Aug - 18 Aug
Waterview Vacation Retreat Close To Ocean

10. WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is NZ$594
includes taxes & fees
26 Aug - 27 Aug
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

11. The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,299 reviews)
"Great location and love the shops being under us. Great view and food options."
United States
Nathaniel
The price is NZ$266
includes taxes & fees
20 Aug - 21 Aug
The Suites at Fishermen’s Village- 2 Bedroom Suites

12. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Oakland Hills
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is NZ$590
includes taxes & fees
17 Aug - 18 Aug
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

13. Casa Florida 🌴 waterfront home with boat ramp

Casa Florida 🌴 waterfront home with boat ramp
Bokeelia
9.4 out of 10, Exceptional, (11 reviews)
"This is our second time staying at this location and we will definitely be back! It is so convenient to have the boat ramp at the house and we love the boat lift. The house and property itself has everything you need and is always clean! "
United States
Morgan P.
The price is NZ$649
includes taxes & fees
24 Aug - 25 Aug
Casa Florida 🌴 waterfront home with boat ramp

14. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay. Beautiful home with a peaceful view. Great communication with the host. A nice quiet neighborhood. Would stay again. "
United States
Shauna
The price is NZ$722
includes taxes & fees
25 Aug - 26 Aug
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

15. Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
Oakland Hills
10.0 out of 10, Exceptional, (36 reviews)
"Very clean and served out brief visit well."
United States
Patricia M.
The price is NZ$608
includes taxes & fees
26 Aug - 27 Aug
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

16. North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club
North Captiva
10.0 out of 10, Exceptional, (35 reviews)
"Amazing stay!Beds were comfortable, kitchen was well stocked. We would stay here again and again. "
United States
Tanya J.
The price is NZ$2,143
includes taxes & fees
17 Aug - 18 Aug
North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

17. Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (5 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is NZ$405
includes taxes & fees
24 Aug - 25 Aug
Charming 2-bedroom house in Englewood with WiFi and AC

18. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is NZ$336
includes taxes & fees
18 Aug - 19 Aug
Matlacha Tiny Village

19. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is NZ$382
includes taxes & fees
17 Aug - 18 Aug
Beautiful house with lake view

20. Large house with heated walk-in pool near beaches!

Large house with heated walk-in pool near beaches!
Pinehurst
8.6 out of 10, Excellent, (22 reviews)
"Excellent place"
United States
Jeanne I.
The price is NZ$835
includes taxes & fees
17 Aug - 18 Aug
Large house with heated walk-in pool near beaches!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Boca Grande Hotel Reviews

Find out more about Boca Grande

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Boca Grande holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Boca Grande. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Boca Grande. Seeing all the best attractions is bound to make you fall in love with Boca Grande. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Boca Grande short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Boca Grande?

Yes, there are holiday rentals close to the most popular sights in Boca Grande, or you can select a more secluded option if you're looking for a relaxing stay. Boca Grande is known for its waterfront and golf courses. Make sure you have time to check out the parks and monuments during your trip.

What are some of the best holiday rentals that Boca Grande has to offer?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: This holiday home rental outside of Boca Grande is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Boca Grande?

Choose from 74 Expedia holiday rentals in Boca Grande for a memorable holiday.

What’s there to see and do in Boca Grande?

Gasparilla Island State Park and Boca Grande Beaches are a couple of scenic spots to enjoy the outdoors, whereas Boca Grande Lighthouse Museum is one of the cultural attractions. Other places in town to visit include ​Boca Grande Marina and Boca Grande Beach.

What’s a holiday rental in Boca Grande like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boca Grande. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip.