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Holiday rentals in Cabbage Key

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Top-rated holiday rentals in Cabbage Key

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A clear view of the resort-style pool surrounded by lush greenery and white lounge chairs. The calm waters of the bay are visible in the background, with palm trees providing shade. A fenced area ensures privacy, creating a serene space for relaxation.
Apartment in Tierra Verde

Wander Residents. Green Land

Enjoy your Florida getaway in this 2-bed, 2-bath condo at Wander Residences in peaceful Tierra Verde—just minutes from Fort De Soto Beach. The condo features an open living area, fully equipped kitchen, WiFi, and a private patio—great for relaxing after a day in the sun. Community perks include: • Resort-style pool • Fitness center • Outdoor grill • Free parking Close to beaches, dining, and downtown St. Pete, this is the perfect spot to unwind and explore. Book your Tierra Verde stay today

4.97 out of 5 average rating, 30 reviews
Top guest favourite
The image captures a tranquil water view of the cottage from the bay, with calm waters reflecting the blue sky and fluffy clouds. Palm trees line the shore, and boats are anchored along the docks, providing a glimpse of the coastal lifestyle.
Cottage in Pass-a-Grille Beach

Pass-a-Grille Historic Cottage Unit 1

PASS-A-GRILLE HISTORIC COTTAGE UNIT 1 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 1 - 1 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 patio area w/ BBQ grill. Private parking for 1vehicle on premises.

4.96 out of 5 average rating, 244 reviews
Guest favourite
A view from the balcony showcases a sandy beach lined with palm trees and manicured green lawns. The calm blue water reflects clear skies, while a distant shoreline is visible. A bench can be seen on the grass, inviting relaxation.
Apartment in Isla del Sol

Sunsets on the Island

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

4.96 out of 5 average rating, 115 reviews
Guest favourite
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.
Apartment 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.

4.91 out of 5 average rating, 209 reviews
Guest favourite
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.
Flat 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!

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.
Apartment 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.

4.84 out of 5 average rating, 161 reviews
Guest favourite
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.

4.77 out of 5 average rating, 47 reviews
Guest favourite
Apartment 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

4.93 out of 5 average rating, 40 reviews
Top guest favourite
Flat 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.

5.0 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Tierra Verde

Nature Lover’s Paradise 2BR2BA Bayfront Retreat

Escape to this serene waterfront condo in Tierra Verde, FL, just minutes from Fort De Soto Park. Enjoy stunning Tampa Bay views from your private balcony, a heated pool, spa, tennis courts, and more. This 2BR/2BA top-floor unit is fully equipped with Wi-Fi, full kitchen, and coastal charm. Walk to dining, bike to the beach, or relax by the water. Perfect for a Florida getaway—peaceful, scenic, and close to everything.

4.88 out of 5 average rating, 8 reviews
Guest favourite
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.
Flat 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.

4.99 out of 5 average rating, 124 reviews
Top guest favourite
A modern kitchen area showcases sleek appliances, including a dishwasher and oven, set against a white countertop. An open layout leads to a bright living area, where natural light floods through large windows, illuminating the comfortable seating and dining space.
Apartment in Pass-a-Grille Beach

Beachfront condo pool laundry walkable St Pete PAG

Welcome to Gone Gulfin'! This corner unit offers direct front door access to the historic Pass-A-Grille's white sandy beach. Unwind with days at the beach or by the heated pool. Savor sunrise coffee and sunset cocktails from the porch. You'll also find yourself within walking distance of the charming 8th Ave shops, restaurants, rooftop bars, and all the Pass-a-Grille activities.

4.94 out of 5 average rating, 78 reviews

Popular amenities for Cabbage Key holiday rentals