Sand Key, Clearwater vacation rentals

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Top-rated vacation rentals in Sand Key, Clearwater

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Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 300 reviews

Paradise Cottage Largo 2 miles to beach private+

We are PARADISE COTTAGE and the standards of super host are status quo! Come on down - we're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 plants, many trees, we live in a lush tropical "Paradise". Our guests' highest praises include the private, quiet, serene, safe and secluded attributes we're fortunate to claim, no neighbors while being so close to so much. Read on in the next section "The Space" to learn more

Jul 18 – 25

€ 156 per night

Guest favorite

Apartment in Indian Rocks Beach

4.93 out of 5 average rating, 118 reviews

Vintage Florida Beach Efficiency

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2022, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

Sep 22 – 29

€ 106 per night

Guest favorite

Apartment in Clearwater

4.95 out of 5 average rating, 154 reviews

Private Apt, Beach 2 mi, Walk to Park & Downtown

Beautifully remodeled 1930s apartment in a small building. Situated in a gorgeous, historic, walkable neighborhood. Only two short miles to Clearwater Beach. Walk or jog throughout the neighborhood, to Coachman Park, downtown, or over the bridge leading to Clearwater Beach. Two bicycles are usually available for guests. We are in close proximity to restaurants & cafes. Many of our guests attend concerts at The Sound at Coachman Park and shows at the Capitol Theatre. Animals are not permitted

Sep 26 – Oct 3

€ 135 per night

Guest favorite

Guest suite in Largo

5.0 out of 5 average rating, 107 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Large spacious private master bedroom suite with private entrance and driveway! King bed. Walk in closet. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! Lots of great restaurants nearby! 20 minutes -St Pete-Clearwater airport and 30 minutes-Tampa airport! Relax in backyard while having your coffee or wine

Nov 12 – 19

€ 90 per night

Guest favorite

Guest suite in Dunedin

4.94 out of 5 average rating, 202 reviews

Downtown Coastal Studio

Our Downtown Coastal Studio was recently renovated. The studio has a bright and airy atmosphere. Both clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin and two blocks to the Pinellas Trail. Simply park your car and enjoy downtown on foot or rent a bike and cruise around. We are close to two major beaches, the marina, and John G. Hubbard Park, which is just across the street with a nice path to stroll along the water or take in the sunset.

Jun 8 – 15

€ 113 per night

Guest favorite

Guest suite in Largo

4.95 out of 5 average rating, 233 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Apr 3 – 10

€ 105 per night

Guest favorite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 225 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

Oct 19 – 26

€ 141 per night

Guest favorite

Cottage in Indian Rocks Beach

4.93 out of 5 average rating, 176 reviews

Kooky Coconut Cottage, Indian Rocks Beach

Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.

Dec 5 – 12

€ 195 per night

Guest favorite

Condo in Clearwater

4.89 out of 5 average rating, 165 reviews

Happy getaway nest. Very cozy & high quality

Modern and very cozy one-bedroom condo, clean, quiet, and comfortable. Convenient big kitchen space and bathroom. King bed in master. Sleeping sofa in the living room. All appliances, kitchen pots, and all you need to make yourself home. TV in the living room and Master. Full cable. Fast WiFi. Roku. Beach towels, umbrella, chairs, cooler. 10 min from Clearwater Beach. 20 min from the airport. I put a lot of <3 INTO! You feel at home in my place because I take care myself.

Oct 3 – 10

€ 134 per night

Guest favorite

Home in Largo

4.97 out of 5 average rating, 108 reviews

Gem-3 miles to the Beach -king bed -free parking

*AMAZING HOME SUPER CLEAN FREE PARKING FULL STOCKED KITCHEN FIVE MINUTES DRIVING TO THE BEACH *High speed WIFI and self check in. Kick back and relax in this calm, stylish space. Comfortable Cozy home with a spacious open plan ,completely renovated, 5 minutes from Indian Rocks Beach , outside grill perfect for grilling meat, fish, or veggies. linen, towels , beach chais and beach towels for you and your family. Beautifully finished and decorated with muted beach tones.

Oct 8 – 15

€ 163 per night

Guest favorite

Guesthouse in Clearwater

4.9 out of 5 average rating, 182 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Jan 10 – 17

€ 130 per night

Guest favorite

Guesthouse in Clearwater

4.89 out of 5 average rating, 275 reviews

Studio close To Clearwater Beach

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 4 miles from Clearwater & 5 miles to Indian rocks Beach. There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

May 28 – Jun 4

€ 103 per night