A sandy beach with a lighthouse and palm trees.

Boca Grande Vacation Rentals

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Our top choices for Boca Grande vacation 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 CA $252
CA $532 total
includes taxes & fees
Nov 23 - Nov 24
MALU LANI Inn & Marina

2. 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, (71 reviews)
"Beautiful property"
United States
Erin S.
The price is CA $125
CA $419 total
includes taxes & fees
Oct 29 - Oct 30
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

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 CA $125
CA $419 total
includes taxes & fees
Oct 25 - Oct 26
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, (51 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 CA $125
CA $419 total
includes taxes & fees
Oct 24 - Oct 25
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, (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 CA $125
CA $419 total
includes taxes & fees
Oct 25 - Oct 26
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

6. 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)
"Property and house were beautiful, clean, quiet. Everything was top notch. Would definitely book again."
United States
Erik B.
The price is CA $220
CA $598 total
includes taxes & fees
Oct 25 - Oct 26
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

7. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (298 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is CA $185
CA $312 total
includes taxes & fees
Oct 29 - Oct 30
Matlacha Tiny Village

8. 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 CA $210
CA $349 total
includes taxes & fees
Oct 25 - Oct 26
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

9. 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 CA $287
CA $708 total
includes taxes & fees
Oct 25 - Oct 26
Boat access only rental on private island

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 CA $350
CA $653 total
includes taxes & fees
Oct 28 - Oct 29
NEW!! The “WATERSIDE” COTTAGE~With dockage

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

Rotonda Retreat with Heated Pool, Golf, Beaches!
Oakland Hills
9.0 out of 10, Wonderful, (21 reviews)
"This was our second year staying here, and once again everything was absolutely perfect. The house was spotless, comfortable, and very well maintained. Check-in was smooth, communication was excellent, and everything was exactly as expected. We truly enjoyed our stay and felt right at home. We would happily come back again and highly recommend this place. Thank you for another wonderful stay!"
United States
Cesar C.
The price is CA $112
CA $576 total
includes taxes & fees
Oct 24 - Oct 25
Rotonda Retreat with Heated Pool, Golf, Beaches!

12. 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, (1,350 reviews)
"Great location in the heart of Fisherman’s Village. Beautiful and clean condo with everything you need. The balcony had a nice view. Very friendly and helpful staff. I would definitely stay here again"
Canada
Jennifer
The price is CA $248
CA $277 total
includes taxes & fees
Oct 30 - Oct 31
The Suites at Fishermen’s Village

13. 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
10.0 out of 10, Exceptional, (36 reviews)
"Amazing stay!Beds were comfortable, kitchen was well stocked. We would stay here again and again. "
United States
Tanya J.
The price is CA $153
CA $1,782 total
includes taxes & fees
Nov 1 - Nov 2
North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

14. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is CA $132
CA $509 total
includes taxes & fees
Oct 26 - Oct 27
Dreams Away - Sleeps 10 Pool Golf Fun

15. 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)
"House was perfectly located for our Golf Tournament"
United States
Carolina A.
The price is CA $150
CA $493 total
includes taxes & fees
Oct 25 - Oct 26
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

16. 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 CA $214
CA $870 total
includes taxes & fees
Oct 25 - Oct 26
Chadwick Cove Resort & Marina

17. 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, (34 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 CA $107
CA $466 total
includes taxes & fees
Oct 25 - Oct 26
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

18. 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 CA $150
CA $493 total
includes taxes & fees
Nov 1 - Nov 2
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

19. 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 CA $98
CA $327 total
includes taxes & fees
Oct 26 - Oct 27
Charming 2-bedroom house in Englewood with WiFi and AC

20. 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 CA $163
CA $508 total
includes taxes & fees
Oct 25 - Oct 26
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf 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.
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Top Boca Grande Hotel Reviews

Find out more about Boca Grande

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Boca Grande?

Yes, we have vacation rentals close to popular points of interest in Boca Grande, or you can select a more remote 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 vacation rentals in Boca Grande?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: Visitors like this Boca Grande vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Boca Grande?

Choose from 68 Expedia vacation rentals in Boca Grande for a memorable vacation.

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 vacation rental in Boca Grande like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Boca Grande. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.