House holiday rentals in Upham Beach Park

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Stunning Water Views, Beachfront, Corner Unit #301

Stay steps from the sand in this bright 1 bed, 1 bath condo w/ sweeping Gulf views. Located on the 3rd floor, this corner unit features additional windows with Gulf views from every room, a shared balcony perfect for sunsets, a full kitchen, comfortable furnishings, and everything you need for a relaxing beach getaway. Enjoy long walks along Treasure Island Beach, easy access to restaurants + live music, + convenient proximity to John’s Pass, boat rentals, and more. The ultimate spot to unwind!

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away 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 St Pete Pier.

Gulfside Resort: 3 bed, 2 bath /pool access

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

ABC Pet Friendly Pool & Hot Tub| 5' St. Pete Beach

Welcome to the ABC Lux perfect for FAMILIES & GROUPS seeking luxury, comfort, and unforgettable memories on Florida’s Gulf Coast. Experience upscale living just minutes from the award-winning beaches of St. Pete Beach and Treasure Island. Relax in your private resort-style featuring a Heated Pool, Hot Tub, BBQ, Fire Pit, Game Room, Outdoor Entertainment , High-Speed Wi-Fi, and beautifully designed interiors. 5' St. Pete Beach | 8' Treasure Island | 14' Downtown St. Petersburg | 35' TPA

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.

ST Urban Oasis heated pool

Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

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🏝️.

Kenwood Oasis

Message for open dates not on calendar. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

Tampa Bay Waterfront Home

Relax, unwind and enjoy the panoramic water views as you soak in the sunrises, sunsets, dolphin shows, manatee visits and watch the boats go by at Reel Paradise. Fish right off the dock and catch huge Snook, Tarpon, Mangrove Snapper and many others! Find peace in the quiet of the river. Enjoy a soak in the NEW hot tub. Create a fire in the fire pit and make memories. Grill your favorite meals on the Weber Charcoal grill or the NEW gas grill. We look forward to meeting you!

Beach House | Sunset Decks | Walk to Beach & Pass

Discover your beach getaway just across the road from soft white sand and the emerald Gulf waters. • 3 levels of sunset-view decks with outdoor dining • Ping pong, cornhole, beach gear, and board games • All 3 bedrooms feature private en suite bathrooms • Steps to the beach and a 15-minute walk to John's Pass Village boardwalk dining, entertainment, shopping, and boat tours Relax in comfort in a thoughtfully designed and fully stocked home away from home.