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541 Houses

Dog-Friendly 2BR, 2BA Clearwater House w/ Pool, 5 Miles from the Beach

Clearwater house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$134

3BR w/ Roof Deck on Waterway

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$206

Beautiful relaxing getaway close to the beach

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

“Beautiful condo, close proximity to beach, relaxing and lovely stay!!” We had such a lovely time at the condo. The owners are incredibly wonderful to communicate with and so gracious and attentive to needs. The place was spotless and beautifully decorated. It truly felt at home and was very convenient access to the beach area. Only less than 10 minutes drive. We had a wonderful stay, everything was in wonderful condition and we were extremely comfortable! The pool was lovely and a perfect temperature. And the condo was decorated in a beautiful way and was very lovely to stay in. Pamela and Kevin have truly made it a gorgeous and homey feel and we were so lovely to interact with and we had everything we could possibly need!! Thank you for a wonderful stay :)

Price per night from

$81

Remodeled 2brms Condo. Fantastic location! 15 min from Clearwater beach

Clearwater apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 54 minutes

Price per night from

$92

Waterfront Holiday House w/ Private Pool & Dock!

Holiday house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 26 minutes

Price per night from

$235

Cottage On The Water With Boat Dock

Tarpon Springs cottage

2 bedrooms / 1 bathroom / sleeps 5

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 3 hours 16 minutes

Price per night from

$86

Luxury ground floor Condo for rent

Oldsmar condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 57 minutes

Price per night from

$75

Stunning Modern Single Family Home/Vacation Rental

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 10

“Great stay! Stunning and spacious home!” Awesome guy! Loved the place. And was a great location. Very organized and neat clear instructions, plenty of room and was really acceptable

Responds fast! avg. 20 minutes

Price per night from

$148

LUXURY 5*SUITE,3 BEDS,2 BATH,POOL,HOT TUB,WATER VIEWS.2019 /2020 RATES REDUCED

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 10

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

Responds fast! avg. 3 hours 27 minutes

Price per night from

$224

Gulf Front Island Paradise with dock and pool - Special September Rates!

Palm Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$401

Enjoy Beautiful Views of the Gulf of Mexico! Dont Wait Come Relax Now.

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$100

Florida Waterfront Home w/ Boat Lift & Kayaks!

Holiday house

4 bedrooms / 4 bathrooms / sleeps 10

“Great place to stay” We had a wonderful time. The house was absolutely beautiful! We had no problems. There were so many amenities. Sitting or fishing on the back dock was so relaxing. We would definitely stay here again.

Responds fast! avg. 2 hours 26 minutes

Price per night from

$194

Large 3 Bedroom 3 Bathroom condo right on the water !

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 8

“Clearwater stay” The condo was very comfortable and close to all amenities. There was a couple of minor repairs that needed to be made ie screen doors for the deck area but did not effect us greatly. Great time and would rent again if returning to Clearwater.

Responds fast! avg. 1 hour 54 minutes

Price per night from

$228

GulfSideSuite at 30 seconds Walk to the Beach. WOW

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Lovely apartment, location, beach access, owner,and manager” Really 30 seconds to beautiful white sand beach! The tides are gradual and can leave multitudes of shells or pristine sand. We walked several miles north and south on the beach whenever we wanted. This brought us to restaurants, Pier 60 and shopping. The intercoastal waterway is an easy walk across the road. The efficiency apartment had lovely private area outside to relax, comfortable bed and kitchenette, stocked with everything we needed, perfect for our 2 week stay,The owner and manager were easily contacted and super friendly. Community swimming pool and tennis courts are a quick walk. The pool was closed during our stay, bring your own rackets for tennis. We will try to return when we can.

Price per night from

$178

Romance On The Beach! Great View of the Beach!

Clearwater apartment

/ 1 bathroom / sleeps 2

“Awesome Bungalow” This little bungalow is within walking distance of the beach. The owners did a beautiful job with the remodel. Nice little deck where you can drink coffee in the morning and enjoy a glass of wine while watching the sunset. This is a lovely unit and very quiet.

Price per night from

$138

3 Bed/2.5 Bath *Beautiful and Private* Heated Pool*

Palm Harbor house

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$258

Cozy carriage apartment in Tarpon Springs

Tarpon Springs apartment

1 bedroom / 1 bathroom / sleeps 4

“Perfect vacation place!” This vacation spot was minutes from the beach, Sponge Docks, wonderful restaurants and lots of fun shops full of unique finds and antiques!! It was close to the bayou for daily walks - you might see manatees or dolphins while you walked or sat on a bench to people watch!

Responds fast! avg. 1 hour 8 minutes

Price per night from

$121

Lavish 3BR Condo w/ Outdoor Patio, Hot Tub, Pool & Intracoastal Waterway View

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$299

Clearwater Beach Cambria House

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect!” This place is perfect. Amazing location short walk to everything but far enough away from the busy area to be very peaceful.the cleanest rental place I have ever stayed, and stocked with everything you might need. Highly recommend a stay here for an amazing get away.

Price per night from

$304

Price per night from

$156

Enjoy all Florida has to offer and this Great Gulf of Mexico Resort!!!!!

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$100

Clearwater Beach Waterfront Townhouse on the ICW

Clearwater townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 54 minutes

Price per night from

$287

Waterfront and Golf Island Home away from Home

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 4

“Waterfront and Golf Island” You never know what to expect when you rent sight unseen.... However with this Condo everything was perfect. It was beautifully decorated and had all the amenities we needed for a week stay. The owner met us on arrival and I have to say she was a lovely lady.... We met the other guest on the dock. One couple wasfrom New Jersey and the other family was fron New York... We had some great conversations while watching the dolphins swim up and down the channel. The Condo is so close to restaurant's and Honey Island is just down the road if you want a great beach. Definitely going to be booking here again. From Ontario Canada

Price per night from

$172

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$425

Beautiful Waterfront Hideaway for You to Relax! Sparkling Pool Upgraded Unit.

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$80

LUXURY for LESS ! Modern Comfort, Near Beaches, Shops, Restaurants

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 28 minutes

Price per night from

$75

Private Rooftop Terrace with Hut Tub and Stunning Ocean Views !!

Clearwater townhouse

4 bedrooms / 3 bathrooms / sleeps 11

“Perfect location” Beautiful condo in a perfect location. Quick walk to beach was convenient and so much less of a hassle than trying to find beach parking. Close enough to shops to walk. Great for larger families. Roof top is the perfect place to hang out especially in the evenings. Our family enjoyed card games up on patio around the fire pit. Owner was great with quick responses to any question or request. Would highly recommend this condo

Responds fast! avg. 46 minutes

Price per night from

$458

One bedroom Studio Apartment

Crystal Beach studio

Studio / 1 bathroom / sleeps 1

Responds fast! avg. 40 minutes

Price per night from

$115

Bay Harbor 401 4th Floor Condo with Panoramic Water View

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$148

Surfside Condos 202 Beachfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Wonderful !” This condo was perfect for what we needed. As only a couple, the master bedroom was wonderful with it’s king size bed and a sliding door to the deck . It has a great oceanfront view and we had awesome sunsets every night from our balcony. Our favorite beach walks were at sunset. We really enjoyed all the recliners on the love seat and couch. They have a large basket of beach towels we used every day. And Vacation Rental took good care of us , too. I would stay here again for sure!

Price per night from

$144

Charming Cottage in Clearwater

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 3

“Accommodations were very agreeable.” We were in Florida as a pre-anniversary trip and a nostalgia one having visited the Clearwater area for 13 years with our last trip being in 2013. Our main form of entertainment was to attend three spring training baseball games.

Responds fast! avg. 3 hours 6 minutes

Price per night from

$79

304 Island Key

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 3 minutes

Price per night from

$149

2 BR/2 BA Waterfront Condo In The Heart of Clearwater Beach!!

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$115

404 Dockside

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 3 minutes

Price per night from

$145

Waterfront Studio on Clearwater Beach

Clearwater studio

Studio / 1 bathroom / sleeps 2

“Room C4!” We really enjoyed our trip to Clearwater! This condo is in a fantastic spot, within walking distance to everything. It has a cute little courtyard, pool, and a fantastic dock to fish off of and watch the dolphins swimming. It was just my husband and I staying so the room was ok. The pictures make it look bigger than it is. The room is very cute and charming and has a great view but it is very small and the bed is not comfortable at all. Good thing we weren't there just for the room! We would actually stay here again but mainly because the location location location! Also the owner was very nice and responded to all of our questions via email very quickly and helped us make arrangements for a late check in. We are hopefully planning on returning with our kids next time!

Responds fast! avg. 3 hours 16 minutes

Price per night from

$133

YOUR HOME AWAY FROM HOME from CLEARWATER BEACH!!!

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 0 minutes

Price per night from

$99

Home away from Home? Paradise in the Sun? Why not call it both! Pool now HEATED!

Tarpon Springs house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 41 minutes

Price per night from

$258

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 32 minutes

Price per night from

$86

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