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

Guest house in St. Petersburg

4.97 out of 5 average rating, 250 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

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Guest favourite

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Tampa

4.93 out of 5 average rating, 137 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

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Guest favourite

A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.

Apartment in Treasure Island

4.94 out of 5 average rating, 71 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

"This is by far the best Airbnb I have stayed at, and I have stayed at quite a few! This place matches the listing and feels just like home. Extremely impressed!" This direct-facing oceanfront condo has a million-dollar view with a panoramic view of the ocean. The secluded private balcony faces oceanfront, revealing the beach and the Gulf of Mexico, also the intercoastal waterway. Breathtaking views from all vantage points for watching the incredible sunsets and dolphins playing in the water.

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Guest favourite

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 St. Pete Beach

4.96 out of 5 average rating, 182 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.

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Guest favourite

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

4.96 out of 5 average rating, 200 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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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

4.91 out of 5 average rating, 207 reviews

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.

LocationFamilyCleanliness

Guest favourite

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.

Apartment in St. Pete Beach

4.99 out of 5 average rating, 176 reviews

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! 🤍

ValueFamilySleep quality

Guest favourite

An expansive outdoor pool area is enclosed by a screened lanai, featuring a sparkling turquoise pool. Spacious sunbathing chairs are arranged around the pool, while a bar counter with seating overlooks the tranquil water. Lush pine trees provide shade along the perimeter.

Home in Tierra Verde

4.97 out of 5 average rating, 59 reviews

Tropical Island Oasis • Heated Pool • Top Beach

Escape to this newly renovated luxury 4-bedroom, 3-bath home with a private heated pool on exclusive Tierra Verde, minutes from St. Pete Beach, Pass-a-Grille Beach, Fort De Soto Park, and downtown St. Petersburg. Perfect for families, boating, fishing, kayaking, biking, and beach vacations. Relax by the pool, BBQ, dine outdoors, or gather around the fire pit after exploring award-winning Gulf beaches, waterfront restaurants, marinas, shopping, museums, and vibrant nightlife.

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Guest favourite

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 St. Petersburg

4.85 out of 5 average rating, 159 reviews

Waterfront Condo w/ heated pool- near Fort Desoto

100+ 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.

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Guest favourite

Home in St. Petersburg

4.79 out of 5 average rating, 43 reviews

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.

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Top guest favourite

Apartment in St. Petersburg

4.94 out of 5 average rating, 108 reviews

Island Escape • Pool • Beach • Now Booking Winter!

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!

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Top guest favourite

Flat in Tierra Verde

5 out of 5 average rating, 17 reviews

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.

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