Holiday houses in Tierra Verde

Guesthouse in Historic Kenwood

A warm living room is presented, featuring a light-colored sectional sofa and a dark blue armchair. A coffee table is centered on an area rug, adorned with decor. Two large windows allow natural light to fill the space, complemented by framed artwork on the wall.

4.99 out of 5 average rating, 107 reviews

Kenwood Retreat - 1BR carriage house

This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.

Cottage in St. Pete Beach

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.

4.97 out of 5 average rating, 171 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.

4.98 out of 5 average rating, 172 reviews

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

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

4.96 out of 5 average rating, 53 reviews

Home in Tierra Verde

Tropical Island Oasis, Heated Pool, Best Beaches!

This newly renovated four-bedroom, three-bath luxury pool home is the perfect place for your Florida vacation! Located on Tierra Verde, an exclusive island near St. Pete Beach, perfect for boating, biking, fishing & relaxing. Enjoy scenic views as you cross a bridge over the ocean to visit the gorgeous Pass-a-Grille beach. Drive 10 min north to downtown St. Petersburg, with a marina, restaurants, nightlife & shopping. Enjoy your private pool, BBQ, eat outdoors, and relax around the fire pit.

5 out of 5 average rating, 9 reviews

A bright and airy living area features large windows offering views of palm trees and the outdoors. A comfortable sofa is adorned with decorative pillows, while an armchair with a geometric pattern adds a modern touch. A coffee table sits in front, decorated with fresh roses.

Home in St. Pete Beach

Beachfront Home - “Con La Marea”

Welcome to our rare, vintage, historic, beachfront home in charming Pass-a-Grille! Just steps to the sand, this unique retreat offers breathtaking Gulf views, coastal charm, and a peaceful escape. The home blends timeless character with modern comforts. Walk to local shops, dine at seaside cafes, or simply relax with a cold drink on the front garden deck, overlooking the dunes and the Gulf shore sunsets. A truly rare gem in the heart of Pass-a-Grille—experience old Florida like never before!

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.

4.91 out of 5 average rating, 196 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.

Apartment in St. Pete Beach

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.

4.94 out of 5 average rating, 128 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.

4.98 out of 5 average rating, 254 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

5 out of 5 average rating, 166 reviews

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.

Condo in St. Pete Beach

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! 🤍

4.92 out of 5 average rating, 91 reviews

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!

A serene waterfront view features calm waters reflecting the clear blue sky. Lush greenery lines the bank, providing a natural frame to the peaceful scene. Small islands can be seen on the horizon, enhancing the tranquil atmosphere of the landscape.

4.87 out of 5 average rating, 30 reviews

UPdated! BIG water view! & <25% monthly <10% wkly

THE BEST condo at the resort. MOST updated & CLOSEST to the pool. KING bed The resort, Wander Residences, actually the name of the founder of the resort, appropriate for those who like to "wander"! A relaxed chill vibe, a resort of peace and not frenetic energy. Pool always a good temp, hot tub, lovely Clubhouse is a very nice addition. Pool table, free to use, a laundry, a small exercise facility and plenty of room to relax for a change of pace or location.

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.

4.93 out of 5 average rating, 29 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

Popular amenities for Tierra Verde holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Tierra Verde

A cozy living area features two comfortable sofas with green upholstery, positioned around a wooden coffee table. Natural light enters through a window, accented by light curtains. A ceiling fan adds a functional touch, and decorative lamps create a gentle illumination.

4.77 out of 5 average rating, 83 reviews

Balcony & Pool: Gulfview Tierra Verde Escape!

A bright living area features a comfortable beige sofa and armchair, complemented by a textured throw pillow and a decorative accent. A glass coffee table sits on a patterned area rug, while natural light enters through large vertical blinds, illuminating the space.

4.71 out of 5 average rating, 126 reviews

Seaside Serenity With Beautiful Aqua Vistas

Apartment in Tierra Verde

5 out of 5 average rating, 9 reviews

Waterfront Stylish condo stunning Tampa Bay views

Guesthouse in Crescent Lake

A serene outdoor space features a saltwater pool surrounded by lush greenery. Two lounge chairs are positioned under a striped umbrella, providing shade on the pool deck. The light-colored stone tiles enhance the calming atmosphere of this private retreat.

5 out of 5 average rating, 26 reviews

Luxury Pool House

4.92 out of 5 average rating, 74 reviews

Condo in St. Petersburg

3 bedroom condo with a pool on Boca Ciega Bay

4.83 out of 5 average rating, 35 reviews

Home in Tierra Verde

Newly Remodeled Island Pool House

Home in Tierra Verde

4.74 out of 5 average rating, 34 reviews

Private place in waterfront home

A cozy living area is presented with a brown leather sofa and a light gray armchair. Two decorative pillows add color to the seating. A tall lamp stands beside a small side table. A large window allows natural light and offers views of the outdoors.