Vacation rentals in Shell Key

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Top-rated vacation rentals in Shell Key

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Guest favourite

Guesthouse in Gulfport

4.92 out of 5 average rating, 728 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Oct. 23 – 30

$182 CAD per night

Guest favourite

Apartment in St. Petersburg

4.94 out of 5 average rating, 214 reviews

The Salty Crab Studio

The Salty Crab Studio invites you to a Private St Petersburg Oasis. This spacious and cozy studio has been completely updated with features like a functional kitchenette, king size bed, and its own private patio area with furniture, BBQ Grill, and outdoor lighting. Bicycles are furnished to take advantage of the outdoors. This suite is equipped with access to a washer/dryer, and a Roku TV. Located next to St. Pete Country Club, as well as Beaches and Parks. Downtown is only a 10 min ride away!!

Jul. 11 – 18

$175 CAD per night

Guest favourite

Guesthouse in St. Pete Beach

4.92 out of 5 average rating, 151 reviews

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

This guesthouse, located behind the owners' own beautiful home, is a prime location between beautiful Pass-a-Grille beach (< 2 blocks) and the inter coastal and just 6 blocks from historic downtown. This second floor unit is bright and airy w/ Key West vibes and charming balcony. Beautiful wood floors, a bright kitchen w/ everything you need, a comfortable and clean living space, pullout sofa and an open area with bunkbeds for extra guests and a full kitchen. We include beach equipment for you!

Oct. 25 – Nov. 1

$366 CAD per night

Guest favourite

Cottage in St Pete Beach

4.95 out of 5 average rating, 108 reviews

Pass-a-Grille Historic Cottage Unit 2

PASS-A-GRILLE HISTORIC COTTAGE UNIT 2 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 2 - 2 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front and back patio area w/ BBQ grill. Private parking for 2 vehicles.

Oct. 1 – 8

$596 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 457 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Oct. 29 – Nov. 5

$163 CAD per night

Guest favourite

Guest suite in Gulfport

4.92 out of 5 average rating, 449 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Jun. 11 – 18

$200 CAD per night

Guest favourite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

Mar. 17 – 24

$211 CAD per night

Guest favourite

Condo in Tierra Verde

4.96 out of 5 average rating, 236 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Jun. 20 – 27

$220 CAD per night

Guest favourite

Tiny homes in Gulfport

4.95 out of 5 average rating, 140 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Nov. 21 – 28

$208 CAD per night

Guest favourite

Home in Gulfport

4.89 out of 5 average rating, 116 reviews

The Brenda Ann/Pet Friendly/Walk to downtown!

The Brenda Ann Suite is a pet friendly Private 1 Bedroom bungalow located in the heart of Gulfport, FL. You will enjoy the waterfront views as well as being just steps away from the beach, pier, Veterans Memorial Park and all of the attractions that Gulfport has to offer. You'll enjoy parking your car and not needing it again because you'll stroll our red brick streets to dinner and drinks. A perfect way to end a sun filled day at the beach!

Nov. 7 – 14

$180 CAD per night

Guest favourite

Apartment in Gulfport

4.8 out of 5 average rating, 214 reviews

⭐STEPS to the Beach!! "The Nautical Escape"⭐

The "Nautical Escape" is located right in the heart of Gulfport's Waterfront District, just steps from the action on Shore Blvd and Beach Blvd! Spend the day soaking up the sun on the stunning white sand beach, meander through the funky local shops, check out the thriving art scene, or indulge in one of the many dining options Gulfport has to offer. Imagine...all these wonderful options of things to do, all right outside your front door!

Sep. 16 – 23

$216 CAD per night

Guest favourite

Condo in St. Pete Beach

4.91 out of 5 average rating, 207 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Sep. 17 – 24

$200 CAD per night