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. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (775 reviews)
"Loved the view, pool area very nice"
United States
Tracey
The price is NZ$248
includes taxes & fees
13 Oct - 14 Oct
Beso Del Sol Resort

2. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,149 reviews)
"Friendly staff great location rooms were clean and overall very positive"
United States
Bobbi
The price is NZ$296
includes taxes & fees
18 Oct - 19 Oct
Pelican Pointe Clearwater Beach Hotel

3. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (612 reviews)
"Perfect location on the beach and close to many shops and restaurants."
United States
Robert
The price is NZ$544
includes taxes & fees
14 Oct - 15 Oct
The Avalon Club

4. East Riverside Downtown Bungalow

East Riverside Downtown Bungalow
Downtown
10.0 out of 10, Exceptional, (67 reviews)
"This is a must stay, if your visiting Down Town New Port Richey, Hudson and surrounding towns. Lovely host and great spots to dine and walk around. Also the house is beautiful."
United States
Chris
The price is NZ$460
includes taxes & fees
15 Oct - 16 Oct
East Riverside Downtown Bungalow

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

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.8 out of 10, Exceptional, (36 reviews)
The price is NZ$264
includes taxes & fees
10 Oct - 11 Oct
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

6. Rest apartament

Rest apartament
Holiday
9.6 out of 10, Exceptional, (66 reviews)
"Room was clean and included everything I needed. Neighborhood was quiet."
United States
Lee
The price is NZ$236
includes taxes & fees
12 Oct - 13 Oct
Rest apartament

7. 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, (13 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$266
includes taxes & fees
19 Oct - 20 Oct
Charming studio in beautiful Palm Harbor with A/C, Swimming Pool and Patio

8. 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$519
includes taxes & fees
12 Oct - 13 Oct
Studio Apt w/ Private Balcony Overlooking Downtown Main St

9. 2/2 Penthouse, Clearwater Beach, 801 Avalon!

2/2 Penthouse, Clearwater Beach, 801 Avalon!
Clearwater
9.8 out of 10, Exceptional, (113 reviews)
"What an amazing property. We loved it! It was clean and exactly what we needed. Everyone was very friendly. You could walk to almost everything. The beach was beautiful! Highly recommended!"
United States
Scott S.
The price is NZ$913
includes taxes & fees
28 Oct - 29 Oct
2/2 Penthouse, Clearwater Beach, 801 Avalon!

10. Beach Side Cottage 20 Steps to Beach | Beach Gear Included!

Beach Side Cottage 20 Steps to Beach | Beach Gear Included!
Clearwater
10.0 out of 10, Exceptional, (61 reviews)
"Great location, comfortable place. We really enjoyed our stay!"
United States
Mike C.
The price is NZ$631
includes taxes & fees
10 Oct - 11 Oct
Beach Side Cottage 20 Steps to Beach | Beach Gear Included!

11. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is NZ$506
includes taxes & fees
10 Oct - 11 Oct
Adorable Waterfront Cottage

12. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (30 reviews)
"Place was great and sits on hole 2 of Copperhead. The only catch is the property has no elevator, and the room is on the 3rd floor."
United States
Indy J.
Beautiful condo on Copperhead. Beaches nearby!

13. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,019 reviews)
"Great location"
United States
Karen
The price is NZ$314
includes taxes & fees
3 Nov - 4 Nov
The Fold Hotels Indian Shores

14. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (121 reviews)
The price is NZ$468
includes taxes & fees
20 Oct - 21 Oct
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

15. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,266 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is NZ$251
includes taxes & fees
3 Nov - 4 Nov
Sailport Waterfront Suites

16. Beautiful suite with separate entrance.

Beautiful suite with separate entrance.
North Park
9.4 out of 10, Exceptional, (32 reviews)
"This is a beautiful and quiet place to rest,clean and cozy, close to many restaurants and close to the main roads,the management was extremely helpfull and friendly ."
United States
Maria N.
The price is NZ$236
includes taxes & fees
8 Nov - 9 Nov
Beautiful suite with separate entrance.

17. PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Clearwater
10.0 out of 10, Exceptional, (89 reviews)
"Great place to stay in Clearwater! We had everything we needed inside. The condo was very clean!"
United States
Rachel D.
The price is NZ$624
includes taxes & fees
11 Oct - 12 Oct
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

18. The Purple Flower - 30 Second walk to the Beach. Free parking.

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (228 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is NZ$438
includes taxes & fees
13 Oct - 14 Oct
The Purple Flower - 30 Second walk to the Beach. Free parking.

19. "Romantic home with jacuzzi, 10 minutes from Clearwater Beach

"Romantic home with jacuzzi, 10 minutes from Clearwater Beach
Clearwater
9.8 out of 10, Exceptional, (20 reviews)
"Hot tub was very nice and so was my host. would definitely book again if im in the area!"
United States
richard s.
The price is NZ$402
includes taxes & fees
19 Oct - 20 Oct
"Romantic home with jacuzzi, 10 minutes from Clearwater Beach

20. Waterfront Gulf Access Home - Private Dock + 6 Kayaks + Sunset Views - Sleeps 6

Waterfront Gulf Access Home - Private Dock + 6 Kayaks + Sunset Views - Sleeps 6
Pleasure Isles
10.0 out of 10, Exceptional, (24 reviews)
"Very nice home to stay in! There was everything we needed when we arrived!"
United States
Fast Way O.
The price is NZ$630
includes taxes & fees
14 Oct - 15 Oct
Waterfront Gulf Access Home - Private Dock + 6 Kayaks + Sunset Views - Sleeps 6
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.