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Holiday rentals with breakfast near Anna Maria Island

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast near Anna Maria Island

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

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Top guest favourite
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.
Flat in St. Petersburg

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

Furnished 1 bedroom apt,2nd floor, w/ private entrance. 3 blocks off of I -275, 20 minutes away from TPA. 20 blocks from downtown St.Pete (2 miles)which offers museums, The Pier, a Saturday morning farmers market, restaurants, and a fun night life! 21 blocks away from Tropicana Field! I hope to provide a peaceful, restful stay. Guests have access to owners Tiki Bar, grill, gazebo and patio area in a fenced in private backyard.Apt is disinfected and thoroughly cleaned between guests. Welcome!

4.98 out of 5 average rating, 137 reviews
Guest favourite
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.
Home in Bradenton

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

4.96 out of 5 average rating, 122 reviews
Guest favourite
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.
Home in Downtown St. Petersburg

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!

4.92 out of 5 average rating, 327 reviews
Top guest favourite
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!

4.82 out of 5 average rating, 137 reviews
Top guest favourite
A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.
Guest suite in St. Petersburg

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

4.98 out of 5 average rating, 1076 reviews
Top guest favourite
Loft in St. Petersburg

Spacious Suite Centrally Located Guest Favorite

You will fall in LOVE with area being so close to everything. Bright, open-concept design Suite with a complete kitchen, full bath, A/C, WiFi (100mbps), you have a private entrance and all amenities of home. New queen size bed. You are 15 min from St Pete Beach and 10 min to downtown St Pete. You have off street parking. Very safe and quiet location. Easy check in via lock box. You have beautiful gardens surrounding the property and Amazing deck. We have plenty of secret spots to recommend.

4.97 out of 5 average rating, 180 reviews
Guest favourite
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

4.95 out of 5 average rating, 118 reviews
Top guest favourite
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.

4.93 out of 5 average rating, 162 reviews
Guest favourite
Apartment 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.

4.82 out of 5 average rating, 111 reviews
Guest favourite
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.
Guest house 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.

4.86 out of 5 average rating, 1029 reviews
Guest favourite
Home in Holmes Beach

Peacock Way by Duncan Real Estate

Welcome to Peacock Way!This lovely 1 bedroom duplex side is tucked away on quiet Peacock Lane for a fantastic island getaway with a private pool. The ground level cottage style rental offers a spacious living area with fully equipped kitchen and bistro breakfast area. The property sleeps a total of 4 featuring the king bedroom and the living room sofa that can convert into a full size sleeper. Enjoy all new furnishings after the recent complete remodel!

5.0 out of 5 average rating, 13 reviews
Guest favourite
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.

4.83 out of 5 average rating, 58 reviews

Popular amenities for rentals with breakfast near Anna Maria Island

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with breakfast

Guest favourite
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

4.86 out of 5 average rating, 132 reviews
Superhost
A dining area is featured with a dark wooden table surrounded by four light-colored chairs. A large artwork depicting a beach scene is mounted on the wall, complemented by ambient lighting. Doorways leading to other rooms are visible, enhancing the space's openness.
Home in Tampa

your home close to everything

4.86 out of 5 average rating, 101 reviews
Guest favourite
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, 113 reviews
Top guest favourite
Home in Bradenton

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

5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Bradenton

Blue Tide Bungalow

4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Ellenton

Trophy Fish at the Oasis

4.88 out of 5 average rating, 32 reviews
Guest favourite
Home in Seminole

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

4.93 out of 5 average rating, 89 reviews
Guest favourite
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.
Home in Bradenton

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

4.89 out of 5 average rating, 61 reviews

Apartment rentals with breakfast

Guest favourite
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.
Flat in Town 'n' Country

Private Studio Close to Airport

4.83 out of 5 average rating, 701 reviewsA 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.
Flat in St. Petersburg

Dog lovers ONLY! All-inclusive FREE doggie daycare

4.93 out of 5 average rating, 997 reviews
Flat in Holmes Beach

Beachfront Condo | Anna Maria FL | Unit 2

4.86 out of 5 average rating, 7 reviews
Guest favourite
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.
Flat in Bradenton

MyCataleya Beautiful Florida Condo (Bradenton)

4.82 out of 5 average rating, 33 reviewsAn 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.
Flat in St. Petersburg

Cozy Bay Marina Cottage #1

4.8 out of 5 average rating, 87 reviewsA 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.
Flat in Tampa

Stadium casita

5.0 out of 5 average rating, 25 reviews
Flat in Indian Shores

Relax, beautiful beach condo steps from beach.

Flat in St. Pete Beach

Upper-Level Beach Hideaway!

New place to stay

Bed and breakfast rentals with breakfast

Top guest favourite
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.
Private room in Arlington Park

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

4.96 out of 5 average rating, 311 reviews
Top guest favourite
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.
Private room in Historic Old Northeast

Arts and Crafts Bungalow Charm

4.94 out of 5 average rating, 485 reviews
Top guest favourite
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.
Private room in Historic Hyde Park

Jet City Espresso Pension B&B

4.91 out of 5 average rating, 269 reviews
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 holiday rentals with breakfast

Top guest favourite
Apartment in St. Petersburg

3 bedroom condo on Boca Ciega Bay

4.91 out of 5 average rating, 85 reviews
Guest favourite
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.
Apartment in Gulf Gate Estates

Beautiful lakeview 2 bedroom 2 bathroom condo

4.94 out of 5 average rating, 33 reviews
Top guest favourite
Guest suite in Clearwater

Romantic house with hot tub, 10 minutes from the beach

4.96 out of 5 average rating, 57 reviews
Guest favourite
A private pool area is surrounded by lush greenery and a white fence, featuring a pink flamingo float and a green turtle float. Several lounge chairs are positioned around the inviting stone patio, providing ample space for relaxation. Sunlight filters through the trees overhead.
Home in Seminole

Hot Tub ~ Sportscourt ~ Game Room ~ 5 min to Beach

4.89 out of 5 average rating, 44 reviews
Top guest favourite
Home in Largo

Sunny 3BD | pool & grill | 8 min to beach | PetsOK

5.0 out of 5 average rating, 16 reviews
Guest favourite
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.
Home in Bradenton

A Piece Of Sunshine to Enjoy!

4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Clearwater

La Casa del Mar, Clearwater

4.97 out of 5 average rating, 30 reviews
Top guest favourite
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

5.0 out of 5 average rating, 18 reviews

Quick stats about holiday rentals with breakfast included near Anna Maria Island

  • Total holiday rentals

    Explore 10 holiday rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island holiday rentals start at €216 per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Wifi availability

    10 of Anna Maria Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

  • 4.9 Average rating

    Anna Maria Island stays are highly rated by guests – averaging 4.9 out of 5!

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