Vacation rentals in Shell Key

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Top-rated vacation rentals in Shell Key

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Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 729 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)

Jul 17 – 24

R2,183 ZAR per night

Guest favorite

Apartment in St. Petersburg

4.94 out of 5 average rating, 215 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!!

Aug 12 – 19

R1,869 ZAR per night

Guest favorite

Guesthouse in St. Pete Beach

4.92 out of 5 average rating, 153 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 7 – 14

R4,279 ZAR per night

Guest favorite

Cottage in St Pete Beach

4.95 out of 5 average rating, 109 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.

Aug 20 – 27

R6,975 ZAR per night

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 452 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 20 – 27

R2,366 ZAR per night

Guest favorite

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.

Dec 5 – 12

R2,441 ZAR per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 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.

Jan 27 – Feb 3

R2,625 ZAR per night

Guest favorite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 115 reviews

St. Pete OASIS ~ reduced price for November

LGBTQ+ / 420 friendly! We live on the property; the suite is detached from the main house. Back yard/Pool area is a shared space. Pvt. fenced back yard and pool! Room features full bath, small kitchenette with microwave, hotplate, coffee maker and minifridge. Beach chairs available to use. 8 min from downtown 10 min to the beach! "Grand Central" district with great shops, galleries, bars and restaurants! Free shuttle that runs all day just a block away, to downtown and to the beach.

Jun 30 – Jul 7

R1,915 ZAR per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 130 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Aug 28 – Sep 4

R2,570 ZAR per night

Guest favorite

Home in Gulfport

4.89 out of 5 average rating, 117 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!

Dec 9 – 16

R1,951 ZAR per night

Guest favorite

Condo in Saint Pete Beach

4.95 out of 5 average rating, 149 reviews

Prime location on Pass-A-Grille Beach!

Pass-A-Grille Beach studio everything you need is here! Nice big deck with beautiful views of the Gulf. White soft sandy beach a few steps away. Restaurants, Bars, Boutiques, Coffee and Ice Cream shop all within walking distance. If you want to experience the real Old Florida feel this is the place for you. Please read though House Rules to make sure we are a good fit for you before booking.

Dec 4 – 11

R3,737 ZAR per night

Guest favorite

Condo in St. Petersburg

4.97 out of 5 average rating, 143 reviews

Sea La Vie- Studio by the bay!

*Newly Designed* Keep it simple at this peaceful and centrally-located condo! Sea La Vie is located on the top (4th) floor with amazing views of the intercoastal waterway. Step out onto the balcony in the morning to sip coffee and watch the dolphins play and go back out at night with wine to watch a stunning sunset! This cozy studio is packed with everything you need to enjoy paradise!

Jan 6 – 13

R2,548 ZAR per night