Guesthouse vacation rentals in St Petersburg

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Top-rated guesthouse rentals in St Petersburg

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

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Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 729 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)

Jul 18 – 25

G$23,755 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 140 reviews

Casa Magnolia- Cute and spacious remodeled unit

Perfect St. Petersburg getaway! This spacious and completely remodeled unit is located in a quiet residential area but is close to everything the area has to offer. Downtown St. Pete with it's new pier, spa beach, waterfront parks, many restaurants and breweries is less than 5 miles away. Sawgrass Park and Weedon Island Nature Preserve (~2 miles) offers great nature trails, kayaking, fishing and birding options. Some of the best beaches in the world are less than 30 minutes away. TPA is 20 mins.

Jun 5 – 12

G$20,203 GYD per night

Guest favorite

Guesthouse in Saint Petersburg

4.96 out of 5 average rating, 256 reviews

The Dollhouse in Downtown St Pete

Petite, chic, garage apartment with all amenities in Historic Uptown section of fabulous Downtown St Petersburg. ONE OF THE CLOSEST AIRBNB'S TO DOWNTOWN ST. PETE! Walking distance to night life, theaters, museums, restaurants andTampa Bay. 15 minute drive or Uber ride to beaches. And much, much more... 1 1/2 short blocks to Coast bike rental - St Pete's city bike rental, and scooters(MLK and 9th Ave.) 1.1 mile to Johns Hopkins All Childrens Hospital. 0.4 mile to St Anthonys Hospital

Oct 16 – 23

G$17,599 GYD per night

Guest favorite

Guesthouse in Gulfport

4.95 out of 5 average rating, 191 reviews

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Oct 7 – 14

G$22,928 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.96 out of 5 average rating, 156 reviews

Casita Blue

Stay in Palmetto Park next to the Grand Central District and the Warehouse Arts district. This walkable neighborhood in St. Pete offers a wide variety of restaurants, bars and breweries. Downtown St. Pete entertainment is less than two miles away, and you can drive/rideshare to some of the best beaches in the world in 15 minutes. Tamp Int'l Airport is 30 minutes, Disney is 90 min, and Tropicana Field is 3/4 mile. This guesthouse offers an outdoor parking spot and w/d located in the garage.

G$21,880 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 234 reviews

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

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

Sep 14 – 21

G$26,789 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.95 out of 5 average rating, 212 reviews

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

[Remodel completed June 2020] Stay in the beautiful Woodlawn Neighborhood of St. Petersburg in this gorgeous bungalow home. This fun and completely renovated two bedroom house can accommodate up to six guests comfortable and has plenty of open space to plan your excursions or relax and rejuvenate. You're only 6 minutes to downtown, 2 minutes to interstate, 11 miles to the main gulf beaches, 90 minutes to Disney World , 25 minutes to Busch Gardens, & 20 minutes to Tampa Int'l Airport.

Aug 12 – 19

G$33,690 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 131 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!

Aug 4 – 11

G$25,800 GYD per night

Guest favorite

Guesthouse in Saint Petersburg

4.88 out of 5 average rating, 257 reviews

Private Guest Studio w/Courtyard

Enjoy your own private guest studio separate from the main house (no main house access). Located 1 mile from downtown and 1/2 mile from Tampa Bay. Guest studio includes one queen size bed, one full bathroom with shower (no tub), a brand new mini fridge, a brand new 32" smart TV (login to your favorite streaming options and enjoy, no cable provided), a microwave and a coffeemaker. Great walking ability. We allow smaller pets, please inquire with questions!

May 3 – 10

G$18,215 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.87 out of 5 average rating, 158 reviews

Coconut Cottage near the Water and Downtown

Cozy, stylish studio on the first floor of our detached guest house in the Old Southeast Neighborhood of St. Petersburg. One block from the bay at beautiful Lassing Park, one mile south of downtown, and only a 15 minute drive to St. Pete Beach. Fully stocked kitchenette with all the basic cooking essentials and everything you need for a getaway. Parking right behind the unit. Dog friendly with a fenced in yard.

Sep 5 – 12

G$17,260 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 113 reviews

Cozy & Minimalist Garage Apt - Historic Old NE

Tucked just north of downtown in Historic Old Northeast, this one bedroom, one bathroom garage apartment is the perfect home base for enjoying all St. Pete has to offer. The garage apartment is open and airy, located in a quiet alley less than two blocks from our city's beautiful waterfront parks and a 5 minute walk from the restaurants, museums, cafès, bars, and galleries on Beach Drive.

Dec 22 – 29

G$33,315 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.9 out of 5 average rating, 266 reviews

Beautiful Guest House in Historic Old Northeast

Completely Detached Studio apt/Mother in-law suite located in Historic Old Northeast. 100 feet to Coffee Pot Water Way and walking path. Less than a mile to downtown, less than a mile to Vinoy Hotel and Beach drive; Quarter mile to North Shore Park. Two bikes are available to guests. Guests are also welcome to the lap pool, the grill, patio furniture. Must be okay with dogs.

Nov 18 – 25

G$32,369 GYD per night