Guesthouse vacation rentals in Tampa Bay

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Top-rated guesthouse rentals in Tampa Bay

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Tampa

4.99 out of 5 average rating, 101 reviews

Cozy-Private apartment, private entrance & parking

A cozy place to have your vacation in Tampa, private entrance and parking. Cozy and romantic to enjoy as a couple to your liking. Located in a central area of Tampa, close to Bush Garden, Adventure Island, Raymond James Stadium, Tampa International Airport, Ybor City, Downtown Tampa, Amalie Arena, River Walk, Internacional Mall, Citrus Park Town Center,Aquarium,Lowry Park Zoo, Clearwater Beach and more! Peaceful and centrally-located place with very good restaurants and a wide variety of shops.

Dec 4 – 11

G$15,524 GYD per night

Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 730 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Aug 29 – Sep 5

G$23,740 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 199 reviews

King Bed, Full Kitchen, New AC, Clean, Easy Tampa!

Freshly remodeled second story apartment in a charming 1920's guest house located in trendy Seminole Heights just North of downtown Tampa with easy on/off from I-275. Features a full kitchen, living room, king bedroom, bathroom, and balcony. Walk to restaurants, hip bars, and shops, or stroll the tree-lined streets of 100+ year old houses. Minutes from all Tampa has to offer: Busch Gardens, Zoo, Downtown, Riverwalk, Hard Rock Casino, USF. Come and relax at this inclusive and welcoming space.

Nov 20 – 27

G$20,174 GYD per night

Guest favorite

Guesthouse in Tampa

4.88 out of 5 average rating, 321 reviews

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.

Aug 4 – 11

G$25,705 GYD per night

Guest favorite

Guesthouse in Tampa

4.84 out of 5 average rating, 896 reviews

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.

Jan 13 – 20

G$20,375 GYD per night

Guest favorite

Guesthouse in Tampa

4.96 out of 5 average rating, 190 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

Sep 26 – Oct 3

G$14,559 GYD per night

Guest favorite

Guesthouse in Tampa

4.84 out of 5 average rating, 218 reviews

La Casa Azul - Private Detached Guest House

Hot tub is out of order as of 4.29.24 Charming, detached guest house in South Tampa. Just a short stroll to scenic Bayshore Blvd and stunning views of Tampa Bay. Shopping, dining and more within 2 blocks. This guest house has lots of windows, providing a lot of natural light! It has off street parking and a gated patio/yard area. It's stylishly furnished, has an LED TV, surround sound, the Amazon Fire stick and Alexa. FREE Wifi. Bedroom has Tempur-Pedic Bed and inflatable mattress.

Aug 2 – 9

G$20,465 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 133 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Sep 28 – Oct 5

G$26,217 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 272 reviews

Newly Renovated Private Eco Cottage

Welcome to our newly renovated adorable studio cottage located in the heart of many major attractions. A hidden gem and a foodie's paradise offering everything from Venezuelan to Vietnamese cuisine. Walk to a family friendly classic arcade and craft beer bar at the end of our street. Contains a full kitchen, off street parking, patio, queen memory foam mattress, and sleeper sofa. Eco friendly space - filtered shower/water pitcher - non-toxic cleaners and products.

Jun 16 – 23

G$17,892 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 143 reviews

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.

Sep 26 – Oct 3

G$19,159 GYD per night

Guest favorite

Guesthouse in Tampa

4.95 out of 5 average rating, 165 reviews

Private Guesthouse - Close to downtown Tampa!

Walking distance to the Tampa river walk, local breweries, and Armature Works! Our charming, private detached guest house has a full kitchen, fridge, dishwasher, washer, renovated AC, Keurig machine, dryer, iron, WIFI, walk-in shower, king bed, Roku tv in bedroom, tv with firestick and DVD player downstairs, and complimentary beach bag with beach towels. There is a queen sized pull out bed in the couch.

May 29 – Jun 5

G$20,525 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 118 reviews

Paradise Suite

Enjoy the best newly guest house in Tampa Bay area!!! Located at West Tampa, just 2 minutes from Rymond James Stadium, 5 minutes from International Mall and 10 minutes fromTampa International Airport. Also have other nearby attractions like: downtown, Riverwalk, Amelia Arena, Sparksmann Wharf, Channelside Cruise Port, Amature Works, Casino, Busch Gardens, Tampa Zoo, beaches and much more!

Nov 9 – 16

G$23,626 GYD per night