Cabbage Key vacation rentals

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Top-rated vacation rentals in Cabbage Key

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Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 728 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Sep 28 – Oct 5

G$23,747 GYD per night

Guest favorite

Guesthouse in St. Pete Beach

4.92 out of 5 average rating, 151 reviews

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

This guesthouse, located behind the owners' own beautiful home, is a prime location between beautiful Pass-a-Grille beach (< 2 blocks) and the inter coastal and just 6 blocks from historic downtown. This second floor unit is bright and airy w/ Key West vibes and charming balcony. Beautiful wood floors, a bright kitchen w/ everything you need, a comfortable and clean living space, pullout sofa and an open area with bunkbeds for extra guests and a full kitchen. We include beach equipment for you!

Dec 4 – 11

G$45,303 GYD per night

Guest favorite

Cottage in St Pete Beach

4.95 out of 5 average rating, 108 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.

Jun 1 – 8

G$75,848 GYD per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 457 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov 3 – 10

G$22,539 GYD per night

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 449 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Jun 15 – 22

G$25,741 GYD per night

Superhost

Townhouse in St. Pete Beach

4.88 out of 5 average rating, 201 reviews

Steps to Beach+bikes VaCay getaway on PaG island

Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass a Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

Aug 6 – 13

G$44,882 GYD per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 236 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Nov 30 – Dec 7

G$27,365 GYD per night

Guest favorite

Tiny home in Gulfport

4.95 out of 5 average rating, 140 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Nov 21 – 28

G$25,855 GYD per night

Guest favorite

Home in Gulfport

4.91 out of 5 average rating, 130 reviews

Gecko Cottage

Romantic little Cottage next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

Sep 7 – 14

G$19,565 GYD per night

Guest favorite

Apartment in Gulfport

4.8 out of 5 average rating, 214 reviews

⭐STEPS to the Beach!! "The Nautical Escape"⭐

The "Nautical Escape" is located right in the heart of Gulfport's Waterfront District, just steps from the action on Shore Blvd and Beach Blvd! Spend the day soaking up the sun on the stunning white sand beach, meander through the funky local shops, check out the thriving art scene, or indulge in one of the many dining options Gulfport has to offer. Imagine...all these wonderful options of things to do, all right outside your front door!

Sep 28 – Oct 5

G$27,226 GYD per night

Guest favorite

Tiny home in St. Petersburg

4.9 out of 5 average rating, 146 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

Looking for a unique and special place? Escape from monotony and live a different experience? You just found it! Our beloved tiny home is very private, independent and quiet. Ideal for a romantic getaway, relieve a passion intensely and spend an unforgettable night. Perfect to disconnect from a hectic routine and connect with your being and essence. The energy in this place is something different! You have to live it and feel it!

Jan 31 – Feb 7

G$24,266 GYD per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 207 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Dec 11 – 18

G$25,205 GYD per night