Holiday rentals in Cabbage Key

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Top-rated holiday rentals in Cabbage Key

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Top guest favourite

Apartment in Treasure Island

4.96 out of 5 average rating, 158 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

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 St. Pete Beach

4.96 out of 5 average rating, 221 reviews

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.

Top guest favourite

A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.

Guest suite in St. Petersburg

4.98 out of 5 average rating, 997 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

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 St. Petersburg

4.96 out of 5 average rating, 101 reviews

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!

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, 190 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.

Guest favourite

The vibrant sunset casts an array of colors across the sky, with shades of orange, yellow, and blue blending beautifully. Gentle waves lap at the shore, reflecting the warm hues of the sky, creating a serene coastal scene.

Flat in St. Pete Beach

4.94 out of 5 average rating, 125 reviews

Tranquil One Bedroom Condo on Pass-a-Grille Beach

Located in the heart of historic Pass-a-Grille steps away from the Gulf beach. Live music, marine wildlife and beach combing abound! The colors of the sunsets don't even look real, but they are...they are amazing. PAG is mostly a quiet little historic town reminiscent of early Florida. For big savings, skip renting a car and just Uber from airport and use free ride or Uber to get around and Instacart to deliver groceries. It does get busy on weekends and holidays and parking can be tight.

Guest favourite

A wooden boardwalk leads directly to the beach, surrounded by tall grasses and lush palm trees. The serene ocean view features calm waters under a clear blue sky, with a beach access sign visible in the distance. The sandy pathway is inviting and well-maintained.

Townhouse in St. Pete Beach

4.9 out of 5 average rating, 241 reviews

Steps to Beach+bikes VaCay getaway on PaG island

Escape to charming Pass-a-Grille BeachHouse—your perfect beach getaway! Steps from Florida’s most beautiful beach, this cozy coastal retreat features hardwood floors, a beach wagon, smart TV's (also in bedroom) w/sports package, a sun patio, 2 bikes to explore. Soak up the old Florida charm and island vibes in this peaceful slice of paradise. This delightful one-bed -bath town-home style rental is situated steps away from the beautiful white sand beach that stretches for 7 miles.

Guest favourite

An outdoor patio area features a tiled surface surrounded by greenery and a wooden fence. A round table with chairs is positioned next to a gas grill, while a large tree provides shade. Potted plants add a touch of nature to the space.

Tiny home in Gulfport

4.93 out of 5 average rating, 105 reviews

Avocado Casita 10 mins to Beaches

Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy. 3 blocks from Stetson Law School 3-4 blocks from the Pinellas Trail ~1.5 miles to Gulfport’s Beach Blvd 3 miles to Award Winning St. Pete Beach 4 miles to Award Winning Treasure Island ~4.5 miles to Downtown St Pete

Guest favourite

Flat in Bradenton Beach

4.9 out of 5 average rating, 136 reviews

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Top guest favourite

A serene view of the sun setting over calm waters is captured from a wooden deck. The sky transitions from soft orange to deep blue, while silhouettes of distant islands are visible on the horizon. A glass rests on the railing, complementing the tranquil scene.

Apartment in St. Petersburg

4.92 out of 5 average rating, 86 reviews

Your Cozy Island Oasis with Special Winter Rates!

Paradise found! Escape to your private island oasis in beautiful Tierra Verde. 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 starts here—book today!

Guest favourite

A sandy path leads through coastal grasses towards the beach, with palm trees and picturesque homes visible in the background. The clear blue sky enhances the inviting beach atmosphere.

Guest house in St. Pete Beach

4.92 out of 5 average rating, 225 reviews

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

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Experience unbeatable value. Relax into island life at this “Key West” style upstairs guest house in Pass-A-Grille, just two blocks from the beach! Features a queen bedroom, full kitchen, cozy living area, side nook with bunk beds and a private porch for morning coffee or sunset breezes—your perfect coastal hideaway! Includes parking, beach chairs, towels, and umbrella.

Guest favourite

A calm beach scene showcases soft white sand meeting gentle turquoise waters under a clear blue sky. A swimmer is visible in the distance, with subtle waves lapping at the shore. The horizon presents a blend of hues, creating a serene coastal atmosphere.

Apartment in St. Pete Beach

4.82 out of 5 average rating, 101 reviews

Large studio apartment on Pass a Grille Beach

Forget your worries in this spacious studio apartment. Beautiful white sandy beach on the gulf is just steps away. The unit is located in the back side of the building. No views from the building but it is steps from a large common area deck to lounge and watch the sunsets and amazing views. King comfy bed and a full size bath with a tub /shower. Kitchen is full size. Amenities include Parking permit, Cable, WIFI and AC. Monthly rate available.