Guesthouse vacation rentals in St. Petersburg

Guesthouse in Crescent Heights

A light-colored cottage is highlighted, featuring a welcoming red door. A paved outdoor area with a round glass table and four chairs is situated under a pergola with string lights, providing an inviting space for relaxation.

4.95 out of 5 average rating, 115 reviews

Crescent Heights Cottage

Welcome to our cottage! This one bed, one bath apartment is an easy walk, bike, or a short drive to everything awesome in St. Pete. The cottage features a small dining area and kitchenette with a refrigerator, hot plate, microwave, toaster oven, & washer/dryer. The bedroom and bathroom are located up a short set of stairs. Guests have strong wifi access along with a shared outdoor patio & yard on a quiet street. We love hosting long term renters. Please reach out to ask about monthly rates!

A private patio area is surrounded by wooden fencing adorned with greenery. Two blue chairs are positioned at a round table, creating a serene space for relaxation. Natural light filters through the nearby trees, enhancing the inviting atmosphere of the outdoor setting.

4.98 out of 5 average rating, 240 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

4.96 out of 5 average rating, 211 reviews

A modern kitchen space features a marble countertop with two bar stools. Colorful wall art adorns the light-colored walls. Pendant lights hang above, casting a warm glow over the dining setup with turquoise dishes and a fruit bowl in view.

Guesthouse in Seminole

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Guesthouse in Historic Kenwood

A light-filled living area features a comfortable sofa adorned with decorative cushions. A colorful area rug with leaf patterns covers the floor, adding vibrancy. A low coffee table sits centrally, complemented by a mirrored wall and access to the kitchen in the background.

4.98 out of 5 average rating, 129 reviews

Historic Kenwood KING walkable to Central Ave

Welcome to our newly renovated beachy 2nd floor guesthouse in Historic Kenwood. This spacious 1 bedroom (King bed), 1 bath is an easy walk, bike, or short drive to St Pete restaurants, bars, breweries, antique shops, museums, live entertainment and so much more. Grand Central District is just a 5 min walk, Edge District is 1 mile, Downtown is 2 miles, and St Pete beach is 15 minutes away. Guests have a private deck with seating for 2, Wi-Fi, and laundry accessible via shared fenced backyard.

Guesthouse in Central Oak Park

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

4.98 out of 5 average rating, 220 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. EVERYONE is welcome here. Come & enjoy!

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

4.95 out of 5 average rating, 326 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.

A living area is presented with a blue sofa adorned with colorful pillows and a light gray armchair positioned nearby. A coffee table with a geometric design is placed atop a textured area rug. Natural light floods in through a large window, offering a view of palm trees outside.

4.96 out of 5 average rating, 207 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.

Superhost

An outdoor space is depicted, featuring a pathway flanked by green artificial grass. A cozy seating area with vibrant blue cushions is visible on one side, complemented by a hot tub positioned nearby. Tall wooden fencing provides privacy, with trees in the background.

4.82 out of 5 average rating, 122 reviews

Grandma's House. Jacuzzi bathtub/Low cleaning Fee

Welcome to newly remodeled Grandma’s house a place where you are always wanted and made to feel special. Where there are always good snacks and no one is in a rush. Take your shoes off and make yourself at home at Grandma’s house. Centrally located 17 mins St. Pete beach, 19 mins Madeira Beach, 31 mins Clearwater Beach, 9 mins downtown St. Pete, 19 mins Tampa intl airport. Beautiful modern farmhouse decor and indoor jacuzzi bathtub. Please note- Outdoor jacuzzi is not currently working.

4.97 out of 5 average rating, 186 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

A bright living room features a light-colored sofa and a round dining table. A large mirror reflects light, enhancing the space. A 55-inch Smart TV sits on a wooden console, while decorative plants and books add a touch of greenery and character.

4.91 out of 5 average rating, 118 reviews

1 Bedroom Apartment in the heart of St. Pete

Charming 1 bedroom 1 bath apartment centrally located in the heart of vibrant St. Pete. Near Downtown, Edge District, Grand Central, Crescent Lake, Tropicana Field, Vinoy Park, and the Pier, you'll have convenient access (5 minute drive) to St. Pete's best restaurants, trendy cafes, exciting nightlife, and sunny waterfront parks. World class beaches are a 15 to 20 minute drive away. Thoughtfully furnished for both a relaxing getaway or a remote work trip.

Guesthouse in Historic Kenwood

A cozy bedroom features a spacious bed adorned with decorative pillows and a bright, textured quilt. Wall decor includes framed artwork and decorative plates that add charm. A bedside lamp rests on a nightstand, providing soft illumination, while natural light filters through sheer curtains.

4.98 out of 5 average rating, 332 reviews

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Guesthouse in Historic Kenwood

The kitchen area features granite countertops and stainless steel appliances. An oversized kitchen island with two stools offers a space for meals. A door leads to the outdoor area, while a washer and dryer are conveniently situated to one side.

4.95 out of 5 average rating, 147 reviews

Oasis historic cottage w/Tropical Patio/Parking

Welcome home! You’ll be staying in our beautiful, private cottage. Situated in thriving downtown St.Petersburg, our home has everything you need for a tranquil getaway. Just blocks away from dining, breweries, museums and the beaches! The interior has all the Amenities you could ask for Including, smart tv’s, WiFi, full kitchen, washer and dryer, bikes, and private parking!

Popular amenities for St. Petersburg guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A hot tub is surrounded by lush greenery and vibrant red flowers, creating a serene atmosphere. A tall palm plant is visible beside the tub, complementing the tropical landscape. A large umbrella is positioned nearby, providing shade on bright sunny days.

4.96 out of 5 average rating, 120 reviews

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

A sleeping area features a spacious bed adorned with multiple pillows and a decorative bolster pillow. A collection of framed artwork is displayed on the wall above. A bedside lamp and a wooden nightstand are positioned nearby, adding functionality to the space.

4.79 out of 5 average rating, 117 reviews

La Casita de Sonia

4.84 out of 5 average rating, 126 reviews

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guesthouse in Dunedin

Guest House in prime location!

4.86 out of 5 average rating, 114 reviews

An exterior view of a well-lit garage with a modern stone façade. The white garage doors are flanked by tall, symmetrical planters with neatly trimmed shrubs. Soft illumination from the overhead lights enhances the clean lines of the architecture, creating a welcoming entrance.

Guesthouse in Seminole

Luxury Guest House close to the beach

Guesthouse in Old Southeast

4.77 out of 5 average rating, 357 reviews

The Lassing House

The bright living area features a green sofa with a decorative pillow, a white coffee table, and a dining table with four chairs. Vibrant wall art enhances the space, complemented by large windows allowing natural light. A doorway leads to the private side yard.

4.98 out of 5 average rating, 147 reviews

Relaxing & Charming Hideaway

Guesthouse in Forest Hills

A cozy sleeping area features a spacious bed adorned with neutral-toned bedding and decorative pillows. An inviting seating area with a sectional sofa is visible, accompanied by a mounted television. Natural light streams through a window, enhancing the overall ambiance of the suite.

4.94 out of 5 average rating, 284 reviews

Cozy Suite

A charming guest house with light blue accents stands surrounded by lush greenery. The entrance features a welcoming blue door, flanked by neatly arranged planters with vibrant plants. Decorative elements are placed on the exterior walls, enhancing the overall appeal.

4.94 out of 5 average rating, 174 reviews

Now Reopened! - The Highland Hideaway

Guest house rentals with a patio

A spacious room features a comfortable bed with soft linens, complemented by a neutral-toned blanket. A kitchenette and dining area with a table are visible in the background. Light-colored walls enhance the room's brightness, while a hanging shelf provides additional storage.

4.9 out of 5 average rating, 184 reviews

Stylish guesthouse 1-BR 2 miles from Busch Gardens

Guesthouse in Bay Crest Park

A cozy bed is adorned with a vibrant yellow coverlet and accented by decorative pillows. A tray holding a bottle of wine and two glasses is placed on the bed. Soft ambient lighting is provided by a black lamp, with artwork displayed on the wall above.

4.98 out of 5 average rating, 241 reviews

Beautiful Studio near Tampa Airport (TPA)

A charming guesthouse is seen from the front yard, featuring a green exterior with white trim. A welcoming porch is adorned with two chairs, and gentle landscaping with shrubs compliments the space. The surrounding grass is well-kept, enhancing the inviting presence of the home.

5 out of 5 average rating, 112 reviews

Stylish☀Mini Mint Bungalow☀10 mins from downtown

The entrance features a welcoming front porch with a hammock chair for relaxation. A small wooden table and chairs sit nearby under the black overhang. A potted plant adds a touch of greenery beside the door, while a BBQ grill is visible to the side.

4.89 out of 5 average rating, 292 reviews

Private Casita in the Heart of Tampa

A welcoming entrance to a bungalow is presented with a light blue door and decorative wall art. Surrounding greenery is visible, complemented by a pebbled pathway leading up to the stairs. White fencing provides privacy, enhancing the tranquil setting.

4.98 out of 5 average rating, 107 reviews

Beautiful Private Bungalow near Hyde Park & SOHO

4.97 out of 5 average rating, 140 reviews

A guest house with bright yellow siding is set against a backdrop of lush trees. The entrance features a dark door and a small patio area with seating. Surrounding greenery adds a touch of nature, complemented by a white fence providing privacy.

Guesthouse in Clearwater

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

4.97 out of 5 average rating, 334 reviews

9 Mins to Downtown, Full Kitchen, KingBed, Balcony

Guesthouse in Riverside Heights

A bright living area features a gray love seat and a colorful area rug with abstract patterns. A wall-mounted television is positioned above a wooden console. A Murphy bed is neatly stowed away, and light filters through the window with wooden shutters.

4.99 out of 5 average rating, 166 reviews

Beautiful Private Casita Minutes from Everything

Guest house rentals with a washer and dryer

Guesthouse in Safety Harbor

A modern living space features a comfortable blue sofa adorned with decorative cushions. A sleek coffee table with a candle sits in front. The open kitchen showcases contemporary cabinetry and a kitchen island with bar seating. Light fixtures illuminate the area, enhancing the inviting ambiance.

4.98 out of 5 average rating, 106 reviews

Luxe Apartment | Water Views | Covered Balcony

A bright sleeping area features a comfortable bed with a white quilt and decorative pillows. Floral artwork is displayed above the bed. A mounted air conditioning unit and a small desk with a chair are included, along with a full-length mirror for added convenience.

4.99 out of 5 average rating, 181 reviews

Quiet and clean guest house!

4.96 out of 5 average rating, 190 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guesthouse in Dunedin

Tiki Hut Cottage

Superhost

An outdoor patio area is enclosed by a wooden fence, featuring a fire pit surrounded by two white adirondack chairs. Lush greenery and small shrubs border the space, which is accentuated by a stone path and grassy patches under a clear blue sky.

Guesthouse in Bayshore Beautiful

4.84 out of 5 average rating, 255 reviews

La Casa Azul - Private Detached Guest House

Guesthouse in Tampa Heights

A modern living space is presented with a sleek kitchen and dining area. A large flat-screen TV is mounted on the wall across from a comfortable seating arrangement that includes a gray sofa and wooden chairs. Natural light is provided by nearby doors and windows.

4.95 out of 5 average rating, 167 reviews

Caffeinated Bungalito Near Armature Works|75in TV

Guesthouse in Seminole Heights

The spacious open room features a queen-sized bed with light linens, complemented by bedside tables and lamps. A small dining area with a distressed table and chairs adds charm, while natural light filters through the windows, illuminating the soft, neutral color palette.

4.97 out of 5 average rating, 204 reviews

Coastal in the Heights

Guesthouse in Tampa Heights

A modern kitchen with white cabinetry and stainless steel appliances is featured, complemented by a dining area with a dark table and two light-colored chairs. Natural light enters through multiple windows, enhancing the airy feel of the open layout.

4.96 out of 5 average rating, 252 reviews

Treetop Oasis