Vacation rentals with breakfast near Siesta Beach

5 out of 5 average rating, 17 reviews

Family Hot Tub Villa w/ Fire-pit + Outdoor Lounge

Welcome to our bright and family-ready Sarasota home, just 15 minutes from Lido Beach and 2 miles from downtown. With 5 bedrooms, a nursery, 2 TV lounges, and hot tub, there’s room for everyone to relax, play, and reconnect. We are a local Sarasota family who loves hosting guests from around the world. Happy to give you our insider tips on best places to eat and drink, secret beach parking, and where to take the kids to the coolest playground. Public teacher discounts available. Message us!

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.

4.97 out of 5 average rating, 95 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

A cozy living area features a plush blue sofa and two accent chairs. Light filters through large windows adorned with navy blue curtains. A sleek coffee table is positioned in front of a wall-mounted television displaying a scenic image. A ceiling fan adds to the relaxed atmosphere.

4.78 out of 5 average rating, 18 reviews

Nottingham Beach Bungalow Near Siesta Key Beach!

Book your stay for Winter / Spring 2026 now! Booking November 26th through 2026! 28+ day stays get 30% discount! This cozy Nottingham Beach Bungalow is in a central location with a large fenced-in yard, new sunroom with vinyl windows & AC/outdoor-style living-room , and a backyard firepit for a relaxing evening, we are here to help you have an amazing experience on & off the beach! Situated in a quiet residential cul-de-sac, you are only a short drive to downtown, 10 min to Siesta Key beach.

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.

5 out of 5 average rating, 24 reviews

A Piece Of Sunshine to Enjoy!

Beautiful two bedroom, two bathroom home on a dead end road completely fenced and gated it has a pull out couch, full kitchen, dining room, laundry room, and plenty of space to spread out. Located just 10 miles from Bradenton beach and minutes to Anna Marie island from there. 15 miles to Siesta Key Beach. Sarasota airport is 5 miles away, and Tampa Airport is 47 miles away. There are plenty of places to dine out and plenty of places to visit locally. Ideal space for enjoying time with family.

4.92 out of 5 average rating, 13 reviews

A wooden pier extends into calm waters, flanked by lush greenery. Soft lights illuminate the walkway, which leads toward a vibrant sunset sky painted in shades of pink and purple. The tranquil setting invites leisurely strolls and scenic views of the bay.

Home in Palmetto

SeaScape

SeaScape is a 2 bed/2 bath fully furnished located within Fisherman's Cove RV Resort on the Terra Ceia Bay. The interior design incorporates artifacts and treasures found within the Bradenton Beach .Swimming, fishing, kayaking, paddle boarding, playing pickleball, are some of the ongoing activities at our resort and the surrounding 2,000 acre aquatic preserve. Near: Tampa, St. Pete, Anna Maria Island, Bradenton, Sarasota Children under the age of 7 are not permitted to stay in the SeaScape

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.

4.96 out of 5 average rating, 28 reviews

Beautiful lakeview 2 bedroom 2 bathroom condo

Welcome to a private oasis with wi-fi connectivity Relax in the air conditioned Lanai with lake views Just 3 miles from the world-famous Siesta Key Beach & sunset This clean 2nd floor condo has ceramic tile floors throughout, open floor plan with large tv, master bedroom with king size bed and enclosed lanai with full view of the lake When the weather permits just open sliding doors on the lanai to enjoy the fresh breeze! Check out various birds, turtles in their private sanctuary

The two-story home is framed by lush greenery, showcasing a combination of wooden and stone exterior. A wrap-around deck is visible on the upper level, while the lower level features large windows and a paved pathway leading to the entrance.

4.86 out of 5 average rating, 29 reviews

Tropical Escape, Sarasota!

Discover Real Florida, UP CLOSE! Unique and tranquil. Enjoy nature & everything Sarasota! • Refreshing breezes: private wrap-around deck • Pets welcome* • Comfortable beds, Towels, Bedding • Fully equipped kitchen • Beach gear, Crib, Bikes • 1st day cont. breakfast • Boat/truck/RV* • Air conditioned, hot water • Special occasions* • EV Charging Station* • Secluded, yet close to Beaches, Parks, Shopping, Dining • Pool & fitness • Sleeps 1-12 • 1400 ft.² * Fees apply

5 out of 5 average rating, 11 reviews

Lakefront Retreat:Heated Pool+Pickleball+Games+AMI

Welcome to Tree by the Sea, a private lakefront 5BR resort just minutes from AMI. Enjoy a heated pool, pickleball/basketball court, bocce/putting green, shuffleboard, and a sunset firepit lounge by the lake. Inside, relax in two game rooms, play on the Infinity Game Table, and unwind in coastal-themed bedrooms and the hammock grove. Perfect for families and groups. Designed for relaxation, connection, and play, Tree by the Sea delivers a true resort-style experience.

4.91 out of 5 average rating, 56 reviews

A well-maintained outdoor area features a heated swimming pool surrounded by lush green grass. Lounge chairs with blue cushions are arranged around the pool, alongside wooden tables. Tropical plants provide natural privacy at the edge of the space.

Home in Anna Maria

Gulf Coast Paradise

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Brand new heated swimming pool. Three bedrooms, 2 baths with open living & dining floor plan. A large screened porch for ping pong and dining. Perfect for entertaining your friends and family. House is equipped with beach chairs, beach towels, boogie boards and toys for your day at the beach. Children supplies available upon request. Pak n Play, crib etc.

5 out of 5 average rating, 4 reviews

Home in Holmes Beach

83rd St Villas West by Duncan Real Estate

Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-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 with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

4.97 out of 5 average rating, 157 reviews

The image showcases a well-maintained exterior view of a single-story home, surrounded by lush landscaping. Flowering shrubs and palm trees create a vibrant atmosphere. An American flag is displayed prominently on the front of the house, enhancing the welcoming feel of the property.

Guest suite in Bradenton

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

4.82 out of 5 average rating, 11 reviews

Historic Beasley House with Heated Pool

Welcome to the historic Beasley House, a charming 1926 Mediterranean Revival estate. - 4 bedrooms with 1 king bed and 3 queen beds - Heated courtyard pool and multiple terraces - Fully equipped kitchen and cozy living area - Wi-Fi throughout the property - Antique fixtures and original plank wood floors - Free parking, beach chairs, and cooler included - Located near Siesta Key Beach and top attractions

Popular amenities for breakfast rentals near Siesta Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

Home in Nokomis

4.83 out of 5 average rating, 40 reviews

The Bay Chalet - pool, fishing dock & boating

A spacious backyard features a stone fire pit surrounded by wooden seating, ideal for evening gatherings. Lush green grass and trees provide a serene environment. A covered seating area is visible in the background, creating a comfortable outdoor space.

4.73 out of 5 average rating, 15 reviews

Beautiful Open Home Minutes to Siesta Key Beach

A charming waterfront home is seen from the drive, featuring a light-colored exterior and a paved pathway. Lush tropical landscaping with palm trees and vibrant foliage enhances the curb appeal, while the clear blue sky provides an inviting backdrop.

Home in Siesta Key

5 out of 5 average rating, 3 reviews

Sunnyside Up Cottage - Walk to Siesta, Waterfront

A tranquil outdoor space features a cocktail pool surrounded by a screened enclosure, with lounge chairs positioned nearby. A large umbrella provides shade, while an expansive view of a peaceful canal and lush greenery is visible in the background.

Home in Nokomis

Fox Lea Farm / Venice Beach Retreat

An aerial view of Siesta Key displays a coastal neighborhood with a network of waterways. The vibrant blue water contrasts with the greenery and residential homes, highlighting the island's tranquil setting. The city skyline of Sarasota is visible in the distance, framing the picturesque scene.

4.99 out of 5 average rating, 99 reviews

Siesta Key Beach Getaway

A private heated pool is enclosed within a screened area, featuring clear blue water and retaining walls of light-colored stone. Loungers with blue cushions are positioned nearby, and lush greenery can be seen through the screens, creating a serene and tropical environment.

4.82 out of 5 average rating, 141 reviews

Vacation Paradise Close to Beach! After renovation

4.67 out of 5 average rating, 3 reviews

Blue Tide Bungalow

A spacious living area is visible, showcasing an open-concept design. Comfortable seating is arranged around a round coffee table, with large windows allowing ample natural light. A modern kitchen area is seen in the background, featuring sleek appliances and barstool seating.

4.76 out of 5 average rating, 224 reviews

Relax with ease in a Florida breeze

Apartment rentals with breakfast

4.87 out of 5 average rating, 47 reviews

Private room in Sarasota

Varsity Club's after hours hangout

Silhouetted palm trees stand against a vibrant sunset, with hues of orange and blue filling the sky. The scene presents a tranquil atmosphere, enhanced by the gentle outlines of the trees and the soft glow of the fading light on the horizon.

Apartment in Nokomis

Amazing Nokomis Beach condo

4.83 out of 5 average rating, 30 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

MyCataleya Beautiful Florida Condo (Bradenton)

Apartment in Holmes Beach

Beachfront Condo | Anna Maria FL | Unit 2

Other vacation rentals with breakfast

4.92 out of 5 average rating, 147 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

4.99 out of 5 average rating, 87 reviews

Two horses stand close together in a spacious green pasture, sharing an intimate moment. The surrounding area is open, with trees framing the scene, creating a serene atmosphere that reflects the natural beauty of the property.

Camper/RV in Sarasota

HOME HOME ON THE RANCH. SARASOTA FL.

The living area features a comfortable gray sofa paired with patterned armchairs. A large TV is positioned on a wooden console. Natural light enters through floor-to-ceiling sliding doors, which lead to a balcony. A dining table and a colorful rug complete the space.

5 out of 5 average rating, 19 reviews

Waterfront Condo near Downtown Sarasota

A private pool is surrounded by lush tropical foliage, with stone paving enhancing the area. Lounge chairs in various colors, including yellow and white, are arranged around the pool, offering spots for relaxation. The tranquil water reflects the greenery, creating a serene atmosphere.

Home in Holmes Beach

Anna Maria Island Vacation

A comfortable living area features a soft brown sectional sofa, accompanied by a matching armchair and decorative pillows. A wooden coffee table sits in front of the sofa, with a decorative vase on top. Natural light floods in from the sliding glass door, offering a view of the outdoor landscape.

4.91 out of 5 average rating, 11 reviews

Sarasota golf course condo close to Siesta Key

4.83 out of 5 average rating, 86 reviews

LJ's Cottage 2

A charming cottage is seen with a porch featuring a white railing and a blue and white striped umbrella. The exterior showcases light blue siding and a screened-in lanai. Lush green grass frames the entrance, adding to the welcoming appeal of the home.

Cottage in Sarasota

4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

A modern, multi-story building is surrounded by lush palm trees and vibrant landscaping. The building features multiple balconies on each floor with arched awnings, creating a welcoming façade that complements the tropical environment.