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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Holiday Cottages

The Purple Flower - 30 Second walk to the Beach. Free parking.
Enjoy al fresco dining on the patio with a table and chairs surrounded by a fence, grill, and lush greenery.

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

9.8 out of 10, Exceptional, (189)
"Very smooth process the whole way through. Very clean and cozy stay. Loved that we could get up and walk straight to the beach. Driveway parking was a bonus! "
The price is CA $212
CA $416 total
includes taxes & fees
Aug 18 - Aug 19
The Purple Flower - 30 Second walk to the Beach. Free parking.
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Stunning lighthouse stands proudly on the beach, offering breathtaking ocean views.

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

9.6 out of 10, Exceptional, (109)
"Great location and amenities! The place was cozy and the short walk to the beach was amazing. The bed was a little stiff and was a little warm being on the upper floor of the house but still a great stay overall!"
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Enjoy cooking and dining in this well-lit kitchen with a refrigerator, oven, and microwave, and a window with blinds offering a view of the outdoors.

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (61)
"The little touches made this stay great perfect for people traveling with a dog very dog friendly"
The price is CA $197
CA $500 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Cottage - Close to Everything, Nature Lovers Dream!
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Relax in a cozy living space with a sofa, armchairs, and dining table for two.

The Flip Flop Waterfront Beach Retreat - Close to Beaches

10.0 out of 10, Exceptional, (1)
"Loved our stay, super cute house! Very clean, beds were comfortable. We fished in the pond at the back of the property and caught a few fish! The T.V. doesn't work good, but internet was great. Very close to honeymoon island beach and beautiful park at the end of the road you can walk to and watch the sun set. Local restaurants are great and a dunkin right around the corner. Very quiet neighborhood. We'll definitely come back. "
The price is CA $125
CA $293 total
includes taxes & fees
Aug 10 - Aug 11
The Flip Flop Waterfront Beach Retreat - Close to Beaches
The Seaside Cottages are located just across the street from Indian Rocks Beach!
Enjoy dining under a thatched roof with friends and family in this tropical setting.

The Seaside Cottages are located just across the street from Indian Rocks Beach!

9.6 out of 10, Exceptional, (8)
"This cottage was the perfect place for relaxing and enjoying the beach, as well as visiting friends and family in Tampa."
The Seaside Cottages are located just across the street from Indian Rocks Beach!
Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin
Sun loungers, beach towels

Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin

10.0 out of 10, Exceptional, (30)
"Great experience!! Will definitely stay there again!"
Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin
Canary Beach Cottage - steps to the sand!
Stroll along the beachfront pathway to a charming collection of houses, each with its own unique style and character.

Canary Beach Cottage - steps to the sand!

9.6 out of 10, Exceptional, (45)
"Cute cottage in a great location for our beach getaway. Great staff and place was perfect. Would stay again. "
Canary Beach Cottage - steps to the sand!
Downtown Dunedin Cottage Near Beaches + Breweries
Enjoy a tranquil beach experience with access to the ocean.

Downtown Dunedin Cottage Near Beaches + Breweries

10.0 out of 10, Exceptional, (67)
"Great cottage. Very clean and property Manager was great. Location to downtown bars and breweries was awesome. Would definitely stay there in the future. "
Downtown Dunedin Cottage Near Beaches + Breweries
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Relax by the ocean with beach umbrellas and lounge chairs set up along the shoreline.

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

9.0 out of 10, Wonderful, (76)
"Cute quiet place Fair price and close to beach and restaurants. Would stay again"
The price is CA $255
CA $844 total
includes taxes & fees
Aug 11 - Aug 12
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Historic Beach Cottage steps from beach. Pet friendly!
Relax on the beach with palm trees providing shade and lounge chairs available.

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (120)
"We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!"
The price is CA $184
CA $484 total
includes taxes & fees
Aug 10 - Aug 11
Historic Beach Cottage steps from beach. Pet friendly!
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Enjoy cooking in this well-lit kitchen with a stainless steel refrigerator, microwave, and toaster.

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

9.8 out of 10, Exceptional, (142)
"Location and house were great! Adorable house close to beach! Exactly what we needed!!"
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Island Vibes Cottage | Amazing Location
Enjoy sunbathing and beach activities on the wide sandy beach, surrounded by a mix of residential and commercial properties.

Island Vibes Cottage | Amazing Location

9.0 out of 10, Wonderful, (35)
"We had a beautiful stay in Clearwater. The cottage was perfect for two and great walk to the beach as well as downtown. Great food everywhere we turned! We will be back!"
Island Vibes Cottage | Amazing Location
Kayaks, Canoe, Private Lake Community
Enjoy cooking in this well-equipped kitchen with a central island, stove, and oven, surrounded by cabinetry and a backsplash.

Kayaks, Canoe, Private Lake Community

9.4 out of 10, Exceptional, (12)
"Great space to spread out while on holiday. Awesome communication and quick responses. Really had a wonderful time."
The price is CA $122
CA $280 total
includes taxes & fees
Aug 12 - Aug 13
Kayaks, Canoe, Private Lake Community
THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.
Enjoy a serene beach experience with gentle waves and a clear horizon.

THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.

9.8 out of 10, Exceptional, (142)
"Very nice cottage. Great location. "
THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.
Old world Florida cottage
Relax on the patio with comfortable sofas and potted plants surrounding a small table.

Old world Florida cottage

9.8 out of 10, Exceptional, (17)
"The cottage was very clean, nicely remodeled and the location was great. The bike trail was next to the cottage and it was a short walk to Dunedin’s very nice downtown. Denay and Michael are great hosts. I hope to stay there again."
Old world Florida cottage
Coastal Escape - Downtown Palm Harbor
Fridge, microwave, oven, stovetop

Coastal Escape - Downtown Palm Harbor

10.0 out of 10, Exceptional, (1)
"Very clean and great communication. "
The price is CA $88
CA $251 total
includes taxes & fees
Aug 13 - Aug 14
Coastal Escape - Downtown Palm Harbor
Key West Style Cottage - with pool/hot-tub
Stunning two-story building with a central entrance and beautifully manicured grounds.

Key West Style Cottage - with pool/hot-tub

9.2 out of 10, Wonderful, (5)
"Great stay and located close to downtown."
The price is CA $133
CA $287 total
includes taxes & fees
Aug 13 - Aug 14
Key West Style Cottage - with pool/hot-tub
Grove Keeper Cottage unit has a tree house atmosphere
Relax by the serene pool surrounded by lush tropical vegetation and shaded by palm trees.

Grove Keeper Cottage unit has a tree house atmosphere

10.0 out of 10, Exceptional, (37)
"Really enjoyed the privacy that this spot gave us from the area. The landscaping was beautiful. There are a lot of great places to eat right around the corner. "
Grove Keeper Cottage unit has a tree house atmosphere
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Enjoy a serene beach experience with palm trees, umbrellas, and a lifeguard tower.

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

8.6 out of 10, Excellent, (53)
"Host was very nice & accommodating "
The price is CA $159
CA $456 total
includes taxes & fees
Aug 13 - Aug 14
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Relax in this stylish living area with a beige sofa, round coffee table, and ceiling fan.

Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!

10.0 out of 10, Exceptional, (10)
"A newly remodeled and great place! "
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
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 Holiday Hotel Reviews

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"The place is lovely and the staff was very helpful especially the guys at entrance. Accessibility was not pleasant. The downside of our stay: requested bay view didn’t get and reservations made well in advance, the AC unit was faulty and noisy and the sink slow to empty probably needed a cleaning. Otherwise the hotel was nice. "
Helen 3-night trip
Posted 6 hours ago
Grand Hyatt Tampa Bay