Holiday rentals in Cabbage Key

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Top-rated holiday rentals in Cabbage Key

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Top 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
4.97 out of 5 average rating, 161 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.

Top guest favourite
A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.
Guest house in St. Petersburg
4.98 out of 5 average rating, 227 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. EVERYONE is welcome here. Come & enjoy!

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, 984 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
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, 186 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 heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.
Tiny home in Gulfport
4.95 out of 5 average rating, 133 reviews

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

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
5 out of 5 average rating, 164 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! 🤍

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, 103 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
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
4.91 out of 5 average rating, 82 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
4.93 out of 5 average rating, 219 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
An aerial view of a spacious pool area is presented, featuring a large octagonal swimming pool and a hot tub. Lounge chairs are arranged around the pool, with a landscaped area of greenery surrounding the space. Kayaks are visible nearby, highlighting outdoor water activity options.
Apartment in Tierra Verde
4.91 out of 5 average rating, 23 reviews

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

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, 100 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.

Popular amenities for Cabbage Key holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Tierra Verde
  6. Cabbage Key