A red and white tent on a beach at sunset.

Anclote Keys Vacation Rentals

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Our top choices for Anclote Keys vacation 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 CA $129
CA $199 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $136
CA $234 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $334
CA $433 total
includes taxes & fees
Oct 14 - Oct 15
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 CA $152
CA $367 total
includes taxes & fees
Oct 10 - Oct 11
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)
"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 CA $141
CA $210 total
includes taxes & fees
Oct 16 - Oct 17
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 CA $71
CA $188 total
includes taxes & fees
Oct 22 - Oct 23
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 CA $119
CA $212 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $149
CA $414 total
includes taxes & fees
Oct 12 - Oct 13
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)
"The place was clean and great location. Would love to stay again. Perfect"
United States
William M.
The price is CA $206
CA $729 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $202
CA $519 total
includes taxes & fees
Oct 10 - Oct 11
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 CA $178
CA $408 total
includes taxes & fees
Oct 10 - Oct 11
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.
The price is CA $111
CA $408 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $186
CA $250 total
includes taxes & fees
Nov 3 - Nov 4
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)
"Yes great experience !the heated pool i loved! Would do again."
United States
Barbara S.
The price is CA $116
CA $380 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $157
CA $204 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $85
CA $188 total
includes taxes & fees
Oct 30 - Oct 31
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 CA $157
CA $504 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $157
CA $349 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $147
CA $320 total
includes taxes & fees
Oct 12 - Oct 13
"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 CA $186
CA $497 total
includes taxes & fees
Oct 10 - Oct 11
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 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 Anclote Keys. 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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