Vacation rentals with breakfast near Anna Maria Island

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 122 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

4.97 out of 5 average rating, 30 reviews

Blue Tide Bungalow

Relax & Play in Paradise – Family Retreat with Pool & Hot Tub and firepit in Bradenton, FL Welcome to your Bradenton getaway! Whether you’re here for the beaches, the ballfields, or simply a warm-weather escape, you’ll feel right at home the moment you arrive. This stylishly furnished 4-bedroom, 3-bath home comfortably sleeps 8–10 guests and offers everything you need for a relaxing and memorable stay. From coffee by the pool to sunset cocktails around the fire pit, no detail is overlooked.

Home in Downtown St. Petersburg

A cozy living area features a patterned futon and a wooden coffee table. Bright artwork depicting flowers hangs on the wall, complemented by soft lighting from a nearby lamp. A view into the kitchenette reveals a modern setup with light-colored cabinetry.

4.92 out of 5 average rating, 325 reviews

Tiny House Downtown St.Pete: Surprisingly Spacious

Tiny House is located only 3 blocks away from the Art District on Central Ave and John Hopkin's All Childrens. You will be impressed by how much space and storage Tiny House offers! The cozy decor invites you in to charming St. Petersburg with a warm sunshine filled hug. We have curated this Tiny Home for you all to enjoy St. Pete through local art and making this your home away from home. We hope you love our comfortable beds, various coffees, and our beautiful neighborhood. Adventure awaits!

5.0 out of 5 average rating, 14 reviews

A stunning sunset is captured over the ocean, with warm hues of orange and gold reflected on the water. Silhouetted palm fronds are visible in the foreground, and the roof of a nearby building is partially seen, adding depth to the coastal scene.

Home in Bradenton Beach

BeachHouse:Sleeps 13:Ocean View:Spa:Rooftop Deck

☀️ This 4bdrm/4bath house is perfect for large groups or entertaining. Sleeps 14!!! 3 King beds and 2 bunkbeds (3 Twin, 1 Full), Trundle, & Pullout Sofa. Each room has its own private marble tile bathroom. Go upstairs to the Pool table room with built in bar. Then to the 3rd story Rooftop deck for sunbathing and sunsets. Backyard includes a firepit, 12 person swimspa, putting green, outdoor shower, grill, bikes, & beach amenity shed! Mere steps to the beach itself. Spacious & newly renovated!

4.82 out of 5 average rating, 137 reviews

A large bedroom features a king bed with soft linens and a decorative throw pillow. Natural light streams in through a bright blue window, illuminating a small writing desk and a rustic shelf. Additional lighting is provided by modern lamps on either side of the bed.

Home in Dunedin

Serene French Country Cottage near everything

Unwind in this rustic French extra Cosy Cottage w/ Unique Decor in Charming, Artsy Dunedin. Fenced in yard. Free Parking & Wifi. CENTRAL LOCATION Close to Clearwater Beach, Honeymoon Island. Short walk to Downtown Dunedin, Pinellas Trail, Blue Jay Stadium & Beautiful sunsets! Perfect location for Walkers, Runners and Bikers! A quiet and serene place in a very convenient location for quality shopping, dining, sunsets, nature explorations and beaches! A short walk or Uber away from everything!

4.95 out of 5 average rating, 118 reviews

The exterior of a well-maintained single-family home features a two-car garage, manicured lawns, and palm trees. A gravel driveway leads to additional parking beside the house. A small garden area with shrubs and decorative stones enhances the curb appeal.

Home in Apollo Beach

Apollo Beach is your getaway destination!

Receive a $25 gift card when you book this Tampa luxury private retreat. Just minutes from Apollo Beach Nature Reserve, Manatee Viewing Center, Downtown, Riverwalk, Busch Gardens, Florida Aquarium, & more! The perfect spot for family & friends, to relax or if you just want to enjoy a great chartered fishing trip sightseeing shopping and let's not forget our beautiful beaches Apollo Beach is just minutes from the interstates for quick easy access for whichever direction you want to travel

4.93 out of 5 average rating, 88 reviews

Home in Seminole

[TOP#1] Heated Pool/Spa Luxury Getaway Beach Fun!

Are you looking for your kids to have fun while you relax in the hot tub? Then this is it. 5 min to Beach. Free Heated Pool. Always warm hot tub, out door fire pit, tv, bbq and ULTIMATE game room, there’s always things for the whole family to do. Pull out a board game while shooting some hoops. Or take your chances scoring high on ski-ball. This single story house was made for you and your family to enjoy. Come relax and enjoy our masterpiece just for you. Voted #1 by kids of all ages.

4.93 out of 5 average rating, 162 reviews

A vibrant sunset is displayed across the sky, with hues of orange, pink, and purple blending seamlessly. Silhouettes of palm trees are seen in the foreground, framing the tranquil water below, which reflects the striking colors of the sky. Nearby structures are softly illuminated in the fading light.

Guest suite in Sarasota

SIP & RELAX SPECTACULAR SUNSETS CLOSE TO SIESTA

Walk the No 1 beach in America, watch dolphins, wake up to sunny blue skies and the breeze from the bay. Watch spectacular sunsets daily whilst sipping your cocktail. Host your destination wedding - additional arrangements & cost. Located on the inter coastal waterway, a peaceful cul da sac & neighborhood close to Siesta Key. Gaze at the water & garden, spot the dolphins & birdlife. Close proximity to fabulous restaurants, boat/kayak rentals, Siesta Key, Downtown, & St Armands Circle.

4.82 out of 5 average rating, 111 reviews

Condo in Sarasota

LJ's Cottage 2

STEPS TO THE SAND - Welcome to your tranquil oasis on Siesta Key at our first floor 2 bedroom, 2 bathroom beach bungalow style cottage unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Relax in our expansive living/dinning room while watching large 60in TV's, perfect after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking.

4.87 out of 5 average rating, 1024 reviews

A screened-in pool area features a clear turquoise pool bordered by a tile deck. Floating loungers rest on the water's surface. Simple poolside furniture is arranged for relaxation, with lush greenery and scenic views of the Hillsborough River visible through the screens.

Guesthouse in Tampa

Seminole Heights Riverside Paradise w/Pool

Wake up on a quiet bend of the Hillsborough River, where glassy water, towering live oaks, and golden sunsets create a setting that feels both calm and connected. Isla de Dij offers a thoughtfully designed riverfront stay just minutes from downtown Tampa—ideal for work trips, weekend escapes, or anything in between. For those looking to elevate their stay, optional experiences like kayaking, paddleboarding, and sunset cruises are available on the water.

Luxe

Home in Holmes Beach

5.0 out of 5 average rating, 7 reviews

The Shady Mermaid by Duncan Real Estate

Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

4.82 out of 5 average rating, 57 reviews

Home in Holmes Beach

AMI Oasis Pool, Spa, Golf Cart, Putting Green

This fully updated spacious property sports a Tiki Bar by the heated pool, large kitchen, 4 bedrooms with a total of 8 beds and 4 bathrooms, a large second floor entertainment room with foosball, and a tv setup. Try your golfing skills on our brand-new putting green. Then take a ride on a beautiful 6-seater golf cart included with your rental *For confirmed reservations created on May 01/2026 or later.

Popular amenities for breakfast rentals near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.86 out of 5 average rating, 130 reviews

An outdoor space features a solar heated pool, surrounded by patio furniture and a large umbrella. An outdoor bar with seating is visible, alongside a wooden dining table. The vibrant blue exterior of the home adds color to the setting.

Home in Seminole

Modern & Spacious 4 Bedrooms, POOL, 5 MIN TO BEACH

4.98 out of 5 average rating, 113 reviews

A welcoming green sofa is adorned with a 'Welcome' pillow, positioned in the foreground. The image captures a bright, open kitchen featuring stainless steel appliances, white cabinetry, and patterned backsplash. Light enters through a window, enhancing the airy atmosphere.

Home in St. Petersburg

Historic Uptown 3/2 walkable to DT

4.98 out of 5 average rating, 42 reviews

Epic Family Getaway Games Room•Hot Tub•Heated Pool

5.0 out of 5 average rating, 27 reviews

5BR, HtdPool, Pickleball, FootPool, 8 min to Beach

A serene outdoor pool area is surrounded by lush greenery, with a protective screen enclosure. Several lounge chairs in refreshing blue hues are positioned nearby, inviting relaxation. A vibrant blue pot adds a pop of color next to the pool, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 60 reviews

Palm Oasis—Pool/SPA: August discount! Just ask

5.0 out of 5 average rating, 18 reviews

A spacious backyard features a heated saltwater pool with a beach-entry design. Lounge chairs are arranged around the pool area, while a partially shaded patio provides options for relaxation. Lush greenery borders the secluded space, enhancing the outdoor retreat experience.

Home in Seminole

Family Retreat • Heated Pool • 5 Mins to Beach

4.88 out of 5 average rating, 32 reviews

Home in Ellenton

Trophy Fish at the Oasis

5.0 out of 5 average rating, 16 reviews

Home in Largo

Private pool | 8 min to beach | BBQ | Pets welcome

Apartment rentals with breakfast

Apartment in St. Petersburg

An outdoor patio area is featured, showcasing a wooden deck with seating and a grill. Lush greenery surrounds the space, with palm trees and other plants adding to the natural ambiance. String lights above provide a welcoming touch for evening gatherings.

4.98 out of 5 average rating, 137 reviews

St.Pete; 5 Star Service! Tons of amenities!

Apartment in Town 'n' Country

A shaded outdoor area features a vibrant red floor, bordered by potted plants. A white door leads to the interior, while a small round table and two chairs offer seating under the canopy. Decorative elements, such as a wall-mounted planter, add charm to the space.

4.83 out of 5 average rating, 701 reviews

Private Studio Close to Airport

A vibrant studio space features a queen bed covered with a colorful quilt, surrounded by a variety of patterned rugs and an eclectic decorative style. A mural depicting a tree stands prominently on one wall, complemented by artistic lamps and furniture that enhance the lively atmosphere.

Apartment in St. Petersburg

4.93 out of 5 average rating, 997 reviews

Dog lovers ONLY! All-inclusive FREE doggie daycare

Apartment in Holmes Beach

4.86 out of 5 average rating, 7 reviews

Beachfront Condo | Anna Maria FL | Unit 2

4.82 out of 5 average rating, 33 reviews

A spacious bedroom is depicted, featuring a large bed adorned with floral bedding and coordinating pillows. Soft lighting is provided by two bedside lamps, while a ceiling fan ensures comfort. A decorative wall piece and a small plant add a touch of nature to the room.

Apartment in Bradenton

MyCataleya Beautiful Florida Condo (Bradenton)

An inviting exterior entrance showcases a wooden deck leading to a brightly painted door. Lush tropical plants and landscaping surround the area, creating a serene setting. The textured walls in the background feature fine geometric patterns, enhancing the atmosphere.

Apartment in St. Petersburg

4.8 out of 5 average rating, 86 reviews

Cozy Bay Marina Cottage #1

A small dining table is set for two, featuring two plates with a blue design and beige napkins tied with turquoise bands. Salt and pepper shakers are positioned at the center, accompanied by a small green plant in a white ceramic pot, enhancing the table's arrangement.

Apartment in Tampa

5.0 out of 5 average rating, 25 reviews

Stadium casita

Apartment in Indian Shores

Relax, beautiful beach condo steps from beach.

Bed and breakfast rentals with breakfast

Private room in Arlington Park

A spacious driveway made of paver stones leads to a single-story home surrounded by lush tropical landscaping. Palm trees and flowering plants create a serene atmosphere, while a wooden fence provides privacy. The sky is slightly overcast, adding a soft light to the scene.

4.96 out of 5 average rating, 311 reviews

COVID careful, 2/2 private suite: best loc.

Private room in Historic Old Northeast

A welcoming living area is highlighted by a brick fireplace and wooden flooring. Comfortable seating options include a dark sofa and two wooden chairs, complemented by a glass coffee table. Natural light enters through multiple windows, enhancing the cozy ambiance.

4.94 out of 5 average rating, 485 reviews

Arts and Crafts Bungalow Charm

Private room in Historic Hyde Park

Outdoor seating is arranged for relaxation among lush greenery. A patio umbrella provides shade over a small table, while bright red cushions adorn comfortable chairs. The historic home's entrance is framed by colorful decorations, blending nature and inviting social spaces.

4.91 out of 5 average rating, 269 reviews

Jet City Espresso Pensione B&B

Private room in Palmetto

1Brown Bunny BnB—Peaceful Private Room Palmetto FL

A collage highlights various aspects of a health-focused vacation. Images show nutritious meals prepared with fresh ingredients, individuals engaging in exercise, and scenic beach views. The layout promotes wellness and offers activities related to healthy living, with vibrant colors enhancing the overall theme.

Private room in St. Petersburg

Functional Health Retreat

Other vacation rentals with breakfast

Guest suite in Clearwater

4.96 out of 5 average rating, 56 reviews

Romantic house with Jacuzzi 10 minutes from the beach

4.95 out of 5 average rating, 19 reviews

Home in Apollo Beach

3BR Apollo Beach Home Pool Access | Prime Location

A comfortable living area features a dark wood coffee table centered between two sofas adorned with decorative cushions. Natural light streams in through large windows, complemented by soft pink walls. A classic grandfather clock stands against one wall, adding a touch of timeless elegance.

4.96 out of 5 average rating, 28 reviews

A Piece Of Sunshine to Enjoy!

Condo in Gulf Gate Estates

The enclosed lanai features a spacious seating area with a mix of wooden and wicker furniture. A coffee table is placed on a patterned rug, while large windows offer tranquil views of the lake and surrounding greenery.

4.94 out of 5 average rating, 33 reviews

Beautiful lakeview 2 bedroom 2 bathroom condo

4.95 out of 5 average rating, 64 reviews

An aerial view of the Backhouse Bungalow is displayed, highlighting its proximity to downtown Gulfport, which is only two blocks away. The lush greenery and waterfront pathways are visible, showing the inviting layout of the area surrounding the bungalow.

Home in Gulfport

Delightful Downtown Gulfport Two Bedroom

Home in Indian Rocks Beach

A serene waterfront scene featuring a private dock surrounded by palm trees. A hammock is positioned nearby, offering relaxation by the water. The view includes a calm river and distant buildings, with a patio table visible on the ground.

4.71 out of 5 average rating, 17 reviews

Beach Waterfront 5*star Location Indian Rocks Bch