
Guesthouse holiday rentals in Tampa Bay
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Top-rated Guesthouses in Tampa Bay
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Minutes to Beaches w/King Bed Private Updated
This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

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.

Pool Side Getaway, Walk/Bike Tampa River Walk
Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

Charming private guest house.
Our charming one bedroom guest cottage on Davis Islands sleeps 2 (queen-sized bed). Bathroom with large shower. Clean and cozy room has cable tv, wi-fi, mini fridge, microwave, Keurig coffee maker. Gorgeous neighborhood, walking distance to downtown DI restaurants, coffee shops, rentable bikes, Amalie Arena, the Riverwalk, Hyde Park, downtown Tampa, the Convention Center, Channelside & TGH. 2 miles from cruise port. 15 min. drive to Bush Gardens. Enjoy the sunset at the end of the island.

Cozy Tropical Guesthouse for Two
Welcome to our charming guesthouse in Riverside Heights, a safe and centrally-located neighborhood — 10 minutes from Downtown Tampa. This unique retreat for two has tropical vibes, a loft sleeping area, a well-stocked kitchen, and a private patio. Newly built from floor to ceiling, it is filled with stylish decor and luxurious furnishings. Your hosts include a Tampa native and food writer which means you’ll get the best recommendations on things to do and places to eat!

Private King 1-BR Guest Suite in Prime Hyde Park
Enjoy your stay in a brand new 1BR guest suite centrally located in a beautiful HIstoric Hyde Park location with private parking in the alley. Its walking distance to Bayshore, Hyde Park Village, and the bars and restaurant in SoHo. This cozy unit has a king bed in the BR and queen-size pullout couch with a memory foam mattress. Its equipped with wifi, 2 smart TVs, a walk in shower with rainfall shower head, microwave, keurig coffee maker, mini fridge and washer/dryer.

Coastal in the Heights
In the quaint historic neighborhood of Seminole Heights a tropical setting awaits you...This coastal cottage style getaway in Tampa, FL includes everything you'll need for a weekend getaway, including a queen sized bed, fully equipped and stocked kitchen, full bathroom with tub/shower combo, stackable washer/dryer, Iron, ironing board, and hair dryer. Grill your dinner and enjoy our Florida weather outside in your own private courtyard patio outside the cottage.

Nalas House | Full Living Room+Kitchen+Bedroom
Enjoy the comfort of a private suite at a single-room rate ✨ This inviting space features a cozy queen bed, a full kitchen + dining area, a spacious living room, and your own private patio—perfect for relaxing after a fun day out 🌱 Located just 4 minutes from Busch Gardens & Adventure Island 🎢, 15 minutes from the Hard Rock Casino 🎰, and only 20 minutes from Downtown Tampa and the vibrant Ybor City Historic District 🌆. We look forward to hosting you ✨

Sonia's Little House
Welcome to your perfect home base in Tampa! This charming and private efficiency unit offers everything you need for a comfortable stay—whether you're visiting for business, vacation, or an extended stay. Located in a quiet residential neighborhood just minutes from downtown Tampa, Raymond James Stadium, Midtown, and Tampa International Airport, you'll enjoy easy access to all the city’s highlights while coming home to a peaceful retreat.

Entire Guest House near Tampa airport
Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Beautiful Private Bungalow near Hyde Park & SOHO
This cozy bungalow is located in a quiet neighborhood in South Tampa. It is perfect for a small group of people looking to have a private space with a full kitchen (except for an oven) and a dedicated driveway. It is within walking distance of some fantastic bars and restaurants. It is centrally located to Tampa's biggest attractions SOHO, Amelia Arena, Raymond James Stadium, Hyde Park Village, Bayshore, Armature Works, etc.

Relax in the tampa bay area #1
I invite you to spend your vacation, a romantic getaway or simply a work stay in this accommodation decorated and equipped with everything you may need to just relax and enjoy. It is conveniently located: Tampa International Airport: 3.5 miles Bush Gardens: 15 miles. Clearwater Beach: 20 miles. International Plaza and Bay Street: 4.3 miles Raymond James Stadium: 6 miles.
Popular amenities for Tampa Bay guesthouses
Family-Friendly guesthouses

Cozy Guesthouse Near Downtown (Non-Toxic)

Seminole Heights Riverside Paradise w/Pool

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

Walk to Downtown St Pete-Nightlife, Bay & Museums

Centrally Located Cozy 1-bed Private Cottage!

The Salty Dunes… Adorable Studio near downtown

Charming apartment in Historic Kenwood

Beautiful Guest House in Historic Old Northeast
Guesthouses with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Quiet and clean guest house!

Stylish Hyde Park MIL suite. Excellent location.

Luxury Guest House close to the beach

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

St Pete Casita Studio with Salt Water Pool & Yard

Beachy Bohemian Bungalow with all the perks!
Guest house rentals with a washing machine and dryer

Crescent Heights Cottage

Cozy Coastal Casita

Tampa Heights Studio :) Walk to Riverwalk

Tiki Hut Cottage

Adorable South Tampa Two-Story Guest House

Dee's 5-star Tampa Location Unit 1

Historic Old Northeast Get A Way

Cozy Suite
Destinations to explore
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- Anna Maria Island
- Siesta Beach
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