Anclote Keys Vacation Rentals

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Our top choices for Anclote Keys vacation rentals

Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (24 reviews)
"Clean, cozy cabin with everything we needed for an enjoyable stay. Highly recommend!"
United States
Molly
The price is CA $172
CA $395 total
includes taxes & fees
May 19 - May 20
Adorable Waterfront Cottage

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,044 reviews)
"Clean rooms awesome amenities would stay here again. "
United States
Seana
The price is CA $148
CA $192 total
includes taxes & fees
May 31 - Jun 1
Sailport Waterfront Suites

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, (34 reviews)
"Very clean, quiet. Safe surroundings if you are traveling by yourself."
United States
Deborah
The price is CA $83
CA $171 total
includes taxes & fees
May 19 - May 20
Cozy Boho Guest House w/Patio - 6 min from the beach!

Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (40 reviews)
"Cute little spot to rest."
United States
Bobby D.
The price is CA $95
CA $196 total
includes taxes & fees
May 19 - May 20
Escape By The Bay

Diamond Room 1

Diamond Room 1
Citrus Park
9.4 out of 10, Exceptional, (44 reviews)
"Had a great stay, would go back a second time."
United States
Challa
The price is CA $70
CA $168 total
includes taxes & fees
May 19 - May 20
Diamond Room 1

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 CA $103
CA $199 total
includes taxes & fees
May 22 - May 23
richon of love

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (731 reviews)
"Nice property, clean rooms, friendly staff and convenient location"
United States
Charles
The price is CA $184
CA $259 total
includes taxes & fees
May 20 - May 21
Beso Del Sol Resort

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
10.0 out of 10, Exceptional, (71 reviews)
"Everything was wonderful. Loved saying hi to the horses every day. Clean cute spot to stay. "
United States
Kelly B.
The price is CA $197
CA $511 total
includes taxes & fees
May 31 - Jun 1
Cozy Cottage - Close to Everything, Nature Lovers Dream!

Beautiful suite with separate entrance.

Beautiful suite with separate entrance.
North Park
9.4 out of 10, Exceptional, (31 reviews)
"Enjoyed the simply, straight forward layout and the convenient location"
United States
Thomas D.
The price is CA $83
CA $182 total
includes taxes & fees
May 19 - May 20
Beautiful suite with separate entrance.

Water-front home with Gulf access, come stay at “El Logrado” at the Gulf

Water-front home with Gulf access, come stay at “El Logrado” at the Gulf
Pleasure Isles
10.0 out of 10, Exceptional, (22 reviews)
"Very nice home to stay in! There was everything we needed when we arrived!"
United States
Fast Way O.
The price is CA $129
CA $420 total
includes taxes & fees
May 19 - May 20
Water-front home with Gulf access, come stay at “El Logrado” at the Gulf

Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"The place is nice and clean. The hosts are amazing, they made me feel so welcome and made sure i was comfortable. "
United States
Bethany D.
The price is CA $83
CA $176 total
includes taxes & fees
May 25 - May 26
Green Castle Suite in Tampa

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (50 reviews)
"We had a great experience at this property. Everything was very clean, updated, and exactly as advertised. The location was perfect—just a few steps away from the pool—and the communication with the host was outstanding throughout our stay. This was our second time staying here, and we would definitely stay here again!"
Canada
Neil M.
The price is CA $116
CA $410 total
includes taxes & fees
May 19 - May 20
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

Yude's apartment

Yude's apartment
Town 'n' Country
9.6 out of 10, Exceptional, (28 reviews)
"Had a very wonderful stay highly recommended "
United States
Thalia
The price is CA $103
CA $207 total
includes taxes & fees
May 22 - May 23
Yude's apartment

Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (62 reviews)
"Is a very nice and clean apartment. The area is quiet and our hosts were great. "
United States
Rick O.
The price is CA $69
CA $182 total
includes taxes & fees
May 22 - May 23
Rest apartament

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (117 reviews)
"Great location, clean and convenient place to stay!!"
United States
Jennifer M.
The price is CA $104
CA $360 total
includes taxes & fees
May 19 - May 20
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Seminole
10.0 out of 10, Exceptional, (104 reviews)
"Great place to stay at. It has everything you need. The pool was nice and warm The apartment is very cute and the host goes beyond to make it very comfortable. The only downside is that it is a drive to the beach. With the price of parking it can get costly "
Canada
Maria
The price is CA $135
CA $380 total
includes taxes & fees
May 21 - May 22
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

Hideaway Haven: Cozy studio with WiFi, AC in charming Largo

Hideaway Haven: Cozy studio with WiFi, AC in charming Largo
Largo
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay, very cute!"
United States
Lisa M.
The price is CA $105
CA $193 total
includes taxes & fees
May 19 - May 20
Hideaway Haven: Cozy studio with WiFi, AC in charming Largo

Waterfront! 10 min to airport/Near stadium

Waterfront! 10 min to airport/Near stadium
Rocky Point
9.4 out of 10, Exceptional, (74 reviews)
"Great view from the condo and balcony, small but nice beach area, very clean. Pool was over run with screaming kids late Friday afternoon and evening but not on the weekend (maybe those families checked out?) Thought it was a little pricy"
United States
Paula
The price is CA $158
CA $357 total
includes taxes & fees
May 27 - May 28
Waterfront! 10 min to airport/Near stadium

Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach

Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach
Downtown Largo
9.8 out of 10, Exceptional, (29 reviews)
"The place was great. Very clean, quiet street. Would recommend!"
United States
Alyssa G.
The price is CA $151
CA $368 total
includes taxes & fees
May 19 - May 20
Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Seminole
10.0 out of 10, Exceptional, (101 reviews)
"Lots of Fun! They think of everything you need to have a great stay."
United States
Josh
The price is CA $121
CA $378 total
includes taxes & fees
May 19 - May 20
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
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.