Vacation rentals with breakfast in Sarasota

Townhouse in Port Charlotte

Exotic Escape home! w/ Heated Pool & Luxurious Spa

Discover a relaxing tropical escape on Florida’s beautiful Gulf Coast! Perfectly located on the border of North Port and Port Charlotte, you’ll be just minutes from shopping, restaurants, stunning Gulf beaches, fishing, golf, dinner theaters, parks, and countless local attractions. Whether you’re traveling with family, friends, or simply looking for a relaxing getaway, this is the perfect place to create lasting memories. So look no further, we have your perfect Florida getaway waiting for you!

4.95 out of 5 average rating, 124 reviews

Condo in Gulf Gate Estates

Beautiful lakeview 2 bedroom 2 bathroom condo

Welcome to a private oasis with wi-fi connectivity while embracing nature Relax in the air conditioned Lanai with lake views Only 3 miles to the world-famous Siesta Key Beach & sunset This 2nd fl 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 enjoy the fresh breeze! Check out various birds, turtles in their private sanctuary

4.94 out of 5 average rating, 33 reviews

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, 123 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

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!

5.0 out of 5 average rating, 11 reviews

Home in North Port

SWFL Citrus House

SWFL Citrus House BBQ Ready Not your typical Florida rental. Designed for guests who want more than just a place to sleep, the SWFL Citrus House delivers a bright Southwest Florida escape with relaxing spaces, designer touches, and an atmosphere that feels like a reset from everyday life. Conveniently located near US 41 & I-75. Just 13 miles to Gulf Coast beaches, 7 miles to Atlanta Braves stadium and Wellen Park, shopping, dining, and less than a mile from Warm Mineral Springs Park.

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.

4.9 out of 5 average rating, 88 reviews

Condo in St. Petersburg

3 bedroom condo on Boca Ciega Bay

If you’re looking for a great vacation this condo is in St Pete’s beach, Florida. It is 1255 square feet with three bedrooms, two bathrooms, kitchen, dining room, laundry room and a spare room. Ten minutes from two of the most beautiful beaches in the country and 20 minutes from downtown St Petersburg. Museums like the Dali, Rays baseball, many great restaurants and Busch Gardens are close by. Disney is just over an hour away. Enjoy beautiful sunsets and relax on the balcony.

4.83 out of 5 average rating, 117 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.

Superhost

5.0 out of 5 average rating, 4 reviews

FullGym | Sauna & ColdTub | SportCourt | 7 min IMG

1 of 1 Bradenton Stay | Perfect for Families + Large Group 7 min to IMG Academy | 16 min to Anna Maria Beach • ONLY FULL SIZE GYM IN BRADENTON (5-60lb Weights, Treadmill, Bike, Sauna + Cold Plunge, Yoga) • Sports Court (Pickleball + Basketball) • Heated & Coolable Pool • 7-Person Spa • Professionally-Designed Putt Putt • Bocce Court & Snookball • Game Room (Pool/Ping Pong + Arcade Games) • Fire Pit • Outdoor Bar, Pergola, & Fire Pit with Seating for the Whole Group

5.0 out of 5 average rating, 35 reviews

Home in Sarasota

Cozy Cottage, FirePit, BBQ, 5 Min Downtown

Savor the nostalgia at Yesterday’s Sunshine, a 2-bedroom escape blending vintage Florida charm with modern comfort. Spin classic vinyl on the record player or unwind in the spacious outdoor lounge, complete with a BBQ, fire pit, and games. It’s the perfect spot to slow down and embrace sunny, coastal living. For your peace of mind, exterior security cameras monitor the driveway and entry 24/7. We respect your privacy; no recording devices are located inside the home.

4.93 out of 5 average rating, 173 reviews

Home in Englewood

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

5.0 out of 5 average rating, 9 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.

Popular amenities for Sarasota accommodations with breakfast

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.97 out of 5 average rating, 31 reviews

Blue Tide Bungalow

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!

Home in Gulf Gate Estates

A screened lanai features a round glass table surrounded by four black chairs. Lush greenery is visible through the screens, providing a tranquil view of the outdoor area. Soft lighting fixtures hang from the ceiling, enhancing the inviting atmosphere.

Beautiful Home in Gulf Gate 4 Miles to Siesta Key!

4.83 out of 5 average rating, 42 reviews

4.9 out of 5 average rating, 50 reviews

Home in South Venice

Daze Inn Between: Resort 10 mins to Manasota Beach

4.83 out of 5 average rating, 42 reviews

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.

Home in South Sarasota

Nottingham Beach Bungalow Near Siesta Key Beach

4.96 out of 5 average rating, 27 reviews

Home in Port Charlotte

House With A Boat - Boat, Heated Pool, SUP Boards

5.0 out of 5 average rating, 43 reviews

Boutique Style:Heated Pool*Game Rm*Hot Tub*2 Kings

4.96 out of 5 average rating, 52 reviews

Home in Holmes Beach

Perfect Location! Steps to Beach~Heated Pool!

Apartment rentals with breakfast

4.84 out of 5 average rating, 25 reviews

Apartment in Cape Coral

Cozy Apartment in Del Prado

Apartment in Holmes Beach

Beachfront Condo | Anna Maria FL | Unit 2

4.88 out of 5 average rating, 8 reviews

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)

Apartment in St. Pete Beach

Upper-Level Beach Hideaway!

Apartment in Port Charlotte

Charlotte Harbor Getaway Waterfront Condo

New place to stay

Apartment in North Port

Sunny Studio Retreat in North Port

4.87 out of 5 average rating, 47 reviews

Private room in Sarasota

Varsity Club's after hours hangout

Apartment in St. Pete Beach

Your beach getaway! Stay. Relax. Repeat.

Other vacation rentals with breakfast

4.93 out of 5 average rating, 15 reviews

The exterior showcases a modern duplex with a wide driveway made of interlocking pavers, providing ample parking space. Two garage doors are visible, flanked by large windows. The structure features a clean, contemporary design, set against a clear blue sky.

Villa in Rotonda

Spacious Duplex | Sleeps 13 | 8 Beds | Near Beach

Superhost

A serene view of Tampa Bay is captured, displaying calm waters reflecting the colors of the sunset. The horizon features a blend of soft blues and warm tones, while a shoreline with pebbles is visible in the foreground, bordered by gentle greenery.

Condo in Coquina Key

Waterside Vacation Rentals Epic View 2 Bed 1.5Bath

4.86 out of 5 average rating, 14 reviews

4.95 out of 5 average rating, 65 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

4.99 out of 5 average rating, 103 reviews

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.

Home in Sarasota

Siesta Key Beach Getaway

Home in Gulf Gate Estates

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.

Vacation Paradise Close to Beach! After renovation

4.82 out of 5 average rating, 142 reviews

Home in Gulf Gate Estates

Tropical Paradise, close to beaches/shops

5.0 out of 5 average rating, 8 reviews