A sandy beach with a lighthouse and palm trees.

Boca Grande Holiday Rentals

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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)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is NZ$707
includes taxes & fees
23 Nov - 24 Nov
MALU LANI Inn & Marina

2. 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$519
includes taxes & fees
16 Nov - 17 Nov
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

3. 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, (52 reviews)
"The stay was, as usual, very nice! I can’t say enough about how wonderful the management team is here!! Outstanding!! See you next year!!"
United States
Chris N.
The price is NZ$519
includes taxes & fees
18 Nov - 19 Nov
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

4. Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (72 reviews)
"Beautiful property"
United States
Erin S.
The price is NZ$501
includes taxes & fees
24 Nov - 25 Nov
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

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, (64 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$514
includes taxes & fees
22 Nov - 23 Nov
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

6. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (300 reviews)
"Such a cute place that we have never heard of! Walked to cute tiny shops, got awesome bbq……… very quaint and quiet. Had a great time."
United States
Shannon
The price is NZ$374
includes taxes & fees
21 Nov - 22 Nov
Matlacha Tiny Village

7. 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$431
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

8. 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, (11 reviews)
"Great property, very clean and host was extremely helpful. Great quiet neighborhood with friendly neighbors."
United States
Neal G.
The price is NZ$730
includes taxes & fees
17 Nov - 18 Nov
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

9. 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 Island
9.8 out of 10, Exceptional, (38 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$1,705
includes taxes & fees
17 Nov - 18 Nov
North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

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

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (52 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$797
includes taxes & fees
16 Nov - 17 Nov
NEW!! The “WATERSIDE” COTTAGE~With dockage

11. 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$610
includes taxes & fees
16 Nov - 17 Nov
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

12. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is NZ$1,017
includes taxes & fees
17 Nov - 18 Nov
Boat access only rental on private island

13. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,373 reviews)
"Great place to stay but comes with a price."
United States
John
The price is NZ$379
includes taxes & fees
30 Nov - 1 Dec
The Suites at Fishermen’s Village

14. 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)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
The price is NZ$610
includes taxes & fees
16 Nov - 17 Nov
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

15. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
10.0 out of 10, Exceptional, (36 reviews)
"The cutest place to stay!! Owner was also very communicative. Perfect spot to get to everything fast. Will definitely stay here again"
United States
Alexis T.
The price is NZ$640
includes taxes & fees
17 Nov - 18 Nov
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

16. Rotonda Retreat with Heated Pool, Golf, Beaches!

Rotonda Retreat with Heated Pool, Golf, Beaches!
Oakland Hills
9.0 out of 10, Wonderful, (23 reviews)
"This house was so perfect for our family. Close to the beach and the perfect amount of relaxing at the pool and beach.The house is even prettier in person. We enjoyed playing games, watching movies and just unwinding.There are extra air mattresses so we could spread out more and I noticed a pack and play, foam play mat, high chair which is amazing addition if you have babies with you.Thank you!"
United States
Bluma W.
The price is NZ$778
includes taxes & fees
16 Nov - 17 Nov
Rotonda Retreat with Heated Pool, Golf, Beaches!

17. 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)
"Everything we needed after a long day of fishing"
United States
WARREN R.
The price is NZ$630
includes taxes & fees
16 Nov - 17 Nov
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

18. Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
The price is NZ$401
includes taxes & fees
16 Nov - 17 Nov
Newly renovated cozy 2 Bedroom.

19. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is NZ$1,108
includes taxes & fees
17 Nov - 18 Nov
Chadwick Cove Resort & Marina

20. 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, (6 reviews)
"The host was so nice I’ll be staying there again!"
United States
Melissa
The price is NZ$469
includes taxes & fees
21 Nov - 22 Nov
Charming 2-bedroom house in Englewood with WiFi and AC
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.
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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 68 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 Beach and ​Boca Grande Marina.

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.