A red and white tent on a beach at sunset.

Anclote Keys Holiday Rentals

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Our top choices for Anclote Keys holiday rentals

1. Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (63 reviews)
"Room was clean and included everything I needed. Neighborhood was quiet."
United States
Lee
The price is NZ$224
includes taxes & fees
27 Aug - 28 Aug
Rest apartament

2. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (755 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is NZ$262
includes taxes & fees
15 Sept - 16 Sept
Beso Del Sol Resort

3. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (587 reviews)
"The staff are all so friendly and respond immediately via text whenever we needed anything. Room was clean and had perfect view of the ocean as described. Short walk to everything…."
United States
Malany
The price is NZ$429
includes taxes & fees
16 Aug - 17 Aug
The Avalon Club

4. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (43 reviews)
"Great value for space"
United States
Jake G.
The price is NZ$222
includes taxes & fees
16 Aug - 17 Aug
Escape By The Bay

5. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1,092 reviews)
"Another awesome trip in the books staying at Pelican Pointe!!"
United States
Toni
The price is NZ$303
includes taxes & fees
30 Aug - 31 Aug
Pelican Pointe Clearwater Beach Hotel

6. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,176 reviews)
"Great hospitality"
United States
Edith
The price is NZ$230
includes taxes & fees
30 Aug - 31 Aug
Sailport Waterfront Suites

7. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.6 out of 10, Exceptional, (35 reviews)
"This place was very clean and well thought out floor plan. Also was very convenient for going into town."
United States
Thomas
The price is NZ$272
includes taxes & fees
26 Aug - 27 Aug
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

8. richon of love

richon of love
Town 'n' Country
9.4 out of 10, Exceptional, (37 reviews)
"I would definitely stay here again thoroughly enjoyed the stay "
United States
Theresa
The price is NZ$246
includes taxes & fees
14 Sept - 15 Sept
richon of love

9. BeachTrail Lodging

BeachTrail Lodging
3.0 star property
Indian Rocks Beach
9.8 out of 10, Exceptional, (101 reviews)
"The location was the perfect distance to the beach, and the provided beach chairs were very much appreciated. Clean accommodations. Perfect home away from home. "
United States
Shelbie
The price is NZ$531
includes taxes & fees
17 Aug - 18 Aug
BeachTrail Lodging

10. East Riverside Downtown Bungalow

East Riverside Downtown Bungalow
Downtown
10.0 out of 10, Exceptional, (64 reviews)
"Great place to stay and good location "
United States
chris
The price is NZ$398
includes taxes & fees
27 Aug - 28 Aug
East Riverside Downtown Bungalow

11. Charming studio in beautiful Palm Harbor with A/C, Swimming Pool and Patio

Charming studio in beautiful Palm Harbor with A/C, Swimming Pool and Patio
Palm Harbor
10.0 out of 10, Exceptional, (12 reviews)
"I was in the area for work, and this was a great place to stay in a nice neighborhood."
United States
Larry P.
The price is NZ$253
includes taxes & fees
14 Sept - 15 Sept
Charming studio in beautiful Palm Harbor with A/C, Swimming Pool and Patio

12. Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay!"
United States
Stephanie S.
The price is NZ$217
includes taxes & fees
14 Sept - 15 Sept
Green Castle Suite in Tampa

13. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,010 reviews)
"Great location"
United States
Karen
The price is NZ$280
includes taxes & fees
23 Aug - 24 Aug
The Fold Hotels Indian Shores

14. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (29 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
The price is NZ$343
includes taxes & fees
23 Aug - 24 Aug
Key West Style Cottage - with pool/hot-tub

15. Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (1,012 reviews)
"Amazing stay !"
United States
craig
The price is NZ$253
includes taxes & fees
23 Aug - 24 Aug
Barefoot Beach Resort

16. Cozy Boho Guest House w/Patio - 6 min from the beach!

Cozy Boho Guest House w/Patio - 6 min from the beach!
Town 'n' Country
9.2 out of 10, Wonderful, (35 reviews)
"Very clean, quiet. Safe surroundings if you are traveling by yourself."
United States
Deborah
The price is NZ$211
includes taxes & fees
14 Sept - 15 Sept
Cozy Boho Guest House w/Patio - 6 min from the beach!

17. 121 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

121 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔
Clearwater
9.6 out of 10, Exceptional, (44 reviews)
"Clean rooms, walking distance to beach, beach accessories available"
United States
Shayne H.
The price is NZ$352
includes taxes & fees
31 Aug - 1 Sept
121 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

18. Studio Apt w/ Private Balcony Overlooking Downtown Main St

Studio Apt w/ Private Balcony Overlooking Downtown Main St
Downtown Dunedin
10.0 out of 10, Exceptional, (54 reviews)
"Very nice place."
United States
Patrick M.
The price is NZ$501
includes taxes & fees
17 Aug - 18 Aug
Studio Apt w/ Private Balcony Overlooking Downtown Main St

19. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (26 reviews)
"Clean room, cold A/C, attentive and kind host, beautiful location, very accomodating"
United States
Brian J.
The price is NZ$484
includes taxes & fees
16 Aug - 17 Aug
Adorable Waterfront Cottage

20. Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
9.8 out of 10, Exceptional, (77 reviews)
"We love ❤️!!!!! This place! I recommend and I will use definitely again. I love Mango and Bubble, our neighbors, and the clean and cozy plus also so quite. Thank you again for let us stay in this beautiful place."
United States
Maria M
The price is NZ$619
includes taxes & fees
27 Aug - 28 Aug
Cozy Cottage - Close to Everything, Nature Lovers Dream!
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 Anclote Keys Hotel Reviews

Find out more about Anclote Keys

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 Anclote Keys 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 Anclote Keys. 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 Anclote Keys. Seeing all the best attractions is bound to make you fall in love with Anclote Keys. 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 Anclote Keys short-term rentals, that won’t be hard to do.