Vacation rentals in Shell Key

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Top-rated vacation rentals in Shell Key

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Guest favorite

Home in Pass-a-Grille Beach

Beachfront-Quaint Beachfront House- Pass a Grille

🏖 Wind Swept Beach House – Your beachfront paradise! Steps from sand 🏖, enjoy 2 bedrooms 🛏, 2 baths 🛁, a private deck 🌅, and stunning Gulf views 🌊. Free WiFi 📶, 1 parking pass 🅿️, and easy access to shops 🛍 & dining Perfect for couples 💑 or small families Additional Space (if available) We also have a cozy 1BR/1BA cottage above the garage 🏠 — perfect if you need space for up to 8 guests . Ideal for a couple who wants a little privacy while still being close to family or friends

FamilyLocationCleanliness

5.0 out of 5 average rating, 12 reviews

Guest favorite

The image captures the tranquil waterway with gentle ripples reflecting the sky. In the background, a charming beach cottage is framed by palm trees and boats docked nearby, creating a serene waterfront scene.

Cottage in Pass-a-Grille Beach

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.

LocationFamilyCheck-in

4.96 out of 5 average rating, 184 reviews

Guest favorite

A bright and airy living area features large windows offering views of palm trees and the outdoors. A comfortable sofa is adorned with decorative pillows, while an armchair with a geometric pattern adds a modern touch. A coffee table sits in front, decorated with fresh roses.

Home in Pass-a-Grille Beach

Beachfront Home - “Con La Marea” September Special

Welcome to our rare, vintage, historic, beachfront home in charming Pass-a-Grille! Just steps to the sand, this unique retreat offers breathtaking Gulf views, coastal charm, and a peaceful escape. The home blends timeless character with modern comforts. Walk to local shops, dine at seaside cafes, or simply relax with a cold drink on the front garden deck, overlooking the dunes and the Gulf shore sunsets. A truly rare gem in the heart of Pass-a-Grille—experience old Florida like never before!

FamilyLocationCheckout

4.93 out of 5 average rating, 14 reviews

Guest favorite

The image displays a serene pool area with clear water reflecting sunlight. Lush greenery and palm trees frame the space, while a view of the ocean is visible in the background. Sun loungers are arranged around the pool, inviting relaxation.

Condo in Tierra Verde

Charming 2BR Condo Near Ft. De Soto

Come enjoy your next vacation, holiday, or winter escape in Tierra Verde, Florida! Watch the sun rise over Boca Ciega bay from the balcony of this beautiful, updated first floor condo. This 2 bedroom/2 full bath unit has been thoughtfully designed and furnished with everything you need to enjoy an stress-free get-a-way that feels like home. This rental has an official Certificate of Use through Pinellas County as a Short Term Rental as well as a rental license through the state of Florida.

ValueLocationOutdoor spaces

4.91 out of 5 average rating, 210 reviews

Guest favorite

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

Condo in Pass-a-Grille Beach

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

LocationValueOutdoor spaces

4.99 out of 5 average rating, 178 reviews

Guest favorite

A dining area showcases a wooden table with a reflective surface, surrounded by several chairs. Natural light filters through sheer and solid curtains, illuminating a cozy living space in the background. Colorful seating and decorative accents enhance the vibrant atmosphere.

Apartment in Pass-a-Grille Beach

Traders' Haven - Historic 8th Ave Mega Beach Condo

Traders' Haven is a historic Florida Art Deco condo in the heart of Pass-a-Grille's lively 8th Avenue Historic District. The home is 1920's in style but fitted with thoroughly modern amenities and designed with large groups and events in mind. Traders' Haven is a retreat from the rigors of the world to the ambience of beautiful Pass-a-Grille. It's a place to mend up and to re-energize just steps from the white sand beaches of the Gulf of Mexico. May it help you do the same!

LocationValueCheck-in

4.95 out of 5 average rating, 132 reviews

Superhost

A collage of images showcases the condo's inviting living area, accompanied by a dining space. A bright pool area features lounge chairs next to the water. A hot tub and observation pier offer serene views of the surroundings, complemented by a barbecue grill on the balcony.

Condo in Tierra Verde

Waterfront Condo w/ heated pool- near Fort Desoto

150+ raving reviews! This waterfront condo features a private balcony nestled next to the mangroves and shoreline with breathtaking water views. There is a full kitchen, king bed, a queen memory foam pullout sofa all waiting for you to enjoy. The resort like complex is located in the well desired Tierra Verde and features a waterfront heated pool and hot tub, observation pier, boat dock, and more! Only a short drive from Fort Desoto, Pass-A-Grille, and St. Pete Beach.

FamilyLocationCheck-in

4.84 out of 5 average rating, 162 reviews

Guest favorite

Home in Tierra Verde

Private place in waterfront home

Take it easy at this unique and tranquil getaway fully equipped with everything you would need! With brand new marble flooring, granite countertops and fresh paint, you will never want to leave. Your getaway is attached to a multimillion dollar waterfront home in one of the most beautiful neighborhoods in the area. Enjoy a peaceful walk in the neighborhood, a kayak ride or a leisurely bike ride while visiting this gem! Only a few steps from the beaches of Fort Desoto.

FamilyLocationOutdoor spaces

4.77 out of 5 average rating, 47 reviews

Guest favorite

Condo in Tierra Verde

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Your island escape in Tierra Verde awaits! This spacious 1BR/1BA condo with a sleeper sofa comfortably sleeps up to 4—ideal for couples, small families, or friends. Enjoy resort-style amenities, water views, and a relaxing coastal vibe. Just minutes from Fort De Soto and St. Pete Beach (both ranked Top 5 Beaches by TripAdvisor) and only 15 minutes from the energy and culture of downtown St. Pete. Your perfect getaway with an world-class Host starts here—book today!

FamilyValueOutdoor spaces

4.89 out of 5 average rating, 112 reviews

Guest favorite

Condo in Tierra Verde

Fort De Soto Beach! Heated pool and hot tub!

🏝 Beautiful Island of Tierra Verde 🐬 Watch Dolphins play from the balcony 🛶 Rent Kayaks 3 min away! 🏖 Fort de Soto only 2 miles away ☀️ Sparkling heated pool/hot-tub ⛴️ 6 min drive to Ferry over to Shelly Key Island Welcome to our waterfront 1 bdrm,1 bed, 1 bath, 1st floor condo (6 steps) and waterview located on the Island of Tierra Verde. Our tranquil home provides comfort and outdoor space over looking the bayside and pool. Nature lovers paradise

LocationFamilyGrill

4.93 out of 5 average rating, 40 reviews

Top guest favorite

Apartment in Tierra Verde

Waterfront Stylish condo stunning Tampa Bay views

Stunning Bayfront 2/2 Condo Step into a beautifully remodeled, modern 2/2 condo with bayfront views. Enjoy a beautifully remodeled, open-concept space with a fully equipped kitchen, in-unit laundry, modern bathrooms, and a private balcony perfect for morning coffee or sunsets. Community amenities includes: heated pool fitness center tennis & pickleball courts kayak launch BBQ grills. Note: One flight of stairs required. No Elevators.

LocationValueComfort

5.0 out of 5 average rating, 17 reviews

Guest favorite

A charming building inspired by classic beach architecture features multiple levels with large glass doors and balconies. The outdoor spaces are adorned with umbrellas, and greenery is visible below, creating a relaxed environment in the heart of Pass-A-Grille.

Apartment in Pass-a-Grille Beach

202 Beautiful Pass a Grille Steps from Beach

The Berkeley Beach Club is inspired by all that is Pass-A-Grille Beach: a funky, fun beach community, unique shopping, gorgeous beaches and breathtaking sunrises and sunsets. It is, in a word, Paradise. This lovely building, inspired by classic beach architecture, is on historic 8th Avenue in the heart of Pass-A-Grille. Walk a short block to the Gulf of Mexico beach to the west or Boca Ciega Bay to the east.

ValueFamilyPets

4.99 out of 5 average rating, 124 reviews