Vacation rentals in Cabbage Key

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.

Beachfront-Quaint Beachfront House- Pass a Grille

🏖 Wind Swept Beach House – Your beachfront paradise! Steps from sand 🏖, enjoy 2 bedrooms 🛏, 2 baths 🛁, a private deck 🌅, and stunning Gulf views 🌊. Free WiFi 📶, 1 parking pass 🅿️, and easy access to shops 🛍 & dining Perfect for couples 💑 or small families Additional Space (if available) We also have a cozy 1BR/1BA cottage above the garage 🏠 — perfect if you need space for up to 8 guests . Ideal for a couple who wants a little privacy while still being close to family or friends

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.

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! 🤍

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Your Island Escape! • Discounted Summer 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!

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

Black Pearl! NEW! Block and half to Beach!

Black Pearl is a brand-new luxury 4-bedroom, 4-bath home just a block and a half from the beaches of Holmes Beach. This modern coastal retreat features a rooftop deck with gorgeous views, a private pool and spa, BBQ grill, ping pong table, and corn hole. Each bedroom offers a queen bed and ensuite bath, making it perfect for families or friends seeking upscale comfort and walkable beach access on Anna Maria Island. 🏖️✨

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.

GulfPort Paradise, Bali-like Oasis with Pool

The perfect vacation spot. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Perfect for guests that want to experience living like a Gulfport local with chill vibes. The location couldn't be better for exploring everything that the area has to offer. Nestled in the adorable town of Gulfport, the property is just a 1 block walk from the Marina and waterfront of Boca Ciega bay.

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.

Cozy AF Medusa the Bus-Lux

Welcome to the Cozy AF Medusa: The Bus Lux! This one-of-a-kind school bus has been transformed into a luxurious tiny house, handcrafted with custom 3D-printed designs and Medusa-inspired decor. Every corner has been thoughtfully designed to tell a story, making your stay as immersive as it is unforgettable.