Holiday rentals with a pool in St. Petersburg

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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!

Cozy Casita in NE St. Petersburg

Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

Tootsie’s Beachside Retreat

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

70's Inspired Disco Vibe Home, Pool, By Beach

Welcome to Tropical Disco, a vacation home in St. Petersburg, Florida, that pairs tropical vibes with groovy touches from the disco era. As our home is newly-renovated, you’ll enjoy all-new furniture and lively wallpaper like you’ve never seen. Better yet? We are 2.4 miles from St. Pete Beach. Float in our pool surrounded by lush palms. Play records in the disco den. And take comfort in every funky pillow, lava lamp and neon pink flamingo. Read on to discover more …

Insta Worthy Retreat - Heated pool-putt putt | Bar

Looking for a place the whole family/group can enjoy? This centrally located MODERN house is not only full of fun and style but equipped with everything you could need. Think of it as your true home away from home. Guests will love the Instaworthy Retreat with features like 5 hole mini golf, giant outdoor games, a heated pool, 5000 arcade games and of course, photo ops. Located 6 miles to the beach or Downtown St. Pete this home is the perfect place to getaway.

Mint House St. Petersburg : Studio

Spanning 430 square feet, our Studio Apartment features a Queen-size bed dressed with Bokser linens, high-end bathroom essentials, and plush towels to enhance the bathing experience. It boasts a fully equipped kitchen stocked with premium, locally sourced coffee. Amenities include a 55-inch Smart TV, free high-speed Wi-Fi, and a dining or workspace for two. Housekeeping services are available by request. The apartment accommodates up to 2 guests.