Pet-friendly home rentals near Crescent Beach

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

4.95 out of 5 average rating, 146 reviews

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.

4.94 out of 5 average rating, 98 reviews

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

4.99 out of 5 average rating, 113 reviews

An open living area features tiled flooring and soft lighting, with comfortable seating arrangements including a sofa and armchairs. A dining area is visible, showcasing a wooden table with chairs. Decorative touches such as artwork and a side cabinet enhance the space's charm.

Cottage in Sarasota

Quaint Cottage,150 steps away from Crescent Beach!

Nestled on the serene Crescent Street, this classic 1969 cottage, is just a short walk to the ground quartz sands of Siesta Key. The 500 sq foot private brick paver and stone backyard off the screened in lanai is fully fenced with custom built stainless outdoor kitchen, featuring a large grill, refrigerator, custom built stone bar with seating for 8 . Nearby is a blue glass gas fire pit with a seating area, over sized (9 ft. diameter) in ground "spool", loungers and a large circular daybed.

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 250 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

5 out of 5 average rating, 10 reviews

Silent G Siesta Key Private Bungalow by the Beach

Relax, rejuvenate.. and walk to our PRIVATE beach from our quiet, peaceful, and beautiful two-bedroom, two-bath home in the heart of Siesta Key. A short 7-10 minute walk, Siesta Key Beach is consistently ranked among the world’s best for its cool, powdery, crystal white sand and crystal-clear waters. Swim, paddleboard, or watch dolphins by day, then enjoy vibrant Siesta Key Village dining and nightlife nearby. Perfect for families, couples, or anyone seeking a relaxing vacation!

5 out of 5 average rating, 12 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

A clear view of the ocean is presented, complemented by lush greenery in the foreground. Buildings line the coastline, and a blue sky with light clouds enhances the scene, creating an atmosphere of tranquility and connection to nature.

4.97 out of 5 average rating, 33 reviews

Penthouse Beautiful Ocean Views

The best views! Recently renovated, fully updated, Modern TOP FLOOR unit with expansive OCEAN views and Sarasota Bay, PLUS downtown Sarasota! Fully renovated with quartz countertops in kitchen and bathrooms, stainless steel appliances, luxury vinyl floors and updated furnishings. Enjoy the most colorful sunsets with expansive views right off private balcony, private gated beach access right across the street. Beach to Bay property, dock your boat on property for FREE

4.94 out of 5 average rating, 32 reviews

Flat in Siesta Key

Beach Walk Bungalow

Your family will be close to everything when you stay at this centrally-located place. Home is across the street from the beach and 3 blocks from shops and restaurants. This is a 1970's Beach cottage with plenty of space. Think older family beach cottage/ cabin...it has been loved & well used & has great energy! There are two outdoor spaces. The upper area has a large deck and the lower area has a deck and back yard. Great for morning coffee and evening dinners.

A mid-century modern home is framed by a large tree, with white walls reflecting the surrounding greenery. Potted plants add color to the entrance, while two decorative faces are positioned on a stone ledge. The area is bordered by white gravel, enhancing the peaceful ambiance.

4.83 out of 5 average rating, 18 reviews

Siesta Key | Heated Pool | Sauna | Family & Pets

☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

5 out of 5 average rating, 13 reviews

New listing - Pool Home, 500ft to Beach!

New listing. The Onyx Unit 1 - Siesta Key Resort-like penthouse only 500ft to private beach access and Siesta Keys whitest sand. Amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered private balconies, 4-hole putting green, top floor unit, and wraparound ocean view balcony (partial). Book your getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta

4.97 out of 5 average rating, 39 reviews

Luxury Canal-Front Home + Heated Pool Near Beach

This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.

4.97 out of 5 average rating, 111 reviews

Siesta Key Quaint Beach House

This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.

Popular amenities for pet-friendly home rentals near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5 out of 5 average rating, 103 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.97 out of 5 average rating, 136 reviews

2 BR House 1.6 miles from Siesta Key Beach

5 out of 5 average rating, 3 reviews

The Siesta Key Retreat - An Island Garden Oasis!

4.86 out of 5 average rating, 107 reviews

Mid-Century Retreat close to Everything.

4.86 out of 5 average rating, 88 reviews

Best Location! Duplex (south) Beach 1 block away!

A spacious kitchen area features sleek cabinetry and a large center island with a striking stone surface. Wooden beams add a rustic touch overhead, while modern appliances are seamlessly integrated. Natural light floods the space, creating an inviting environment for meal preparation and gathering.

5 out of 5 average rating, 5 reviews

Rustic Sands - 650

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.8 out of 5 average rating, 132 reviews

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

5 out of 5 average rating, 4 reviews

Spacious Home with Private Pool

Pet-friendly home rentals with a pool

4.86 out of 5 average rating, 14 reviews

Sunkissed Pool Home, Fully Renovated, Pet Friendly

4.98 out of 5 average rating, 57 reviews

A sheltered dining area is seen under a striped umbrella, featuring a large table surrounded by white chairs. A small heated pool is located nearby, complemented by lush greenery and colorful tropical plants lining the perimeter.

Townhouse in Siesta Key

Siesta Sunrise-Just steps to the beach and village

5 out of 5 average rating, 11 reviews

3 bed, 4 bath, private pool home, steps to beach

A serene outdoor space features a sparkling pool surrounded by vibrant tropical plants and potted flowers. Comfortable blue lounge chairs are positioned next to the pool, providing a relaxing area for enjoyment. Bright red umbrellas offer shade for added comfort.

4.99 out of 5 average rating, 83 reviews

Serene 3BR family retreat | Firepit & POOL

4.98 out of 5 average rating, 47 reviews

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

5 out of 5 average rating, 7 reviews

Casa Del Mar - Luxury Home w/ Private Heated Pool!

4.94 out of 5 average rating, 18 reviews

Waterfront -Boat Access, 1.5m to Siesta Key Beach

The outdoor space features a screened-in pool, surrounded by tropical landscaping and a putting green. A barbecue grill is positioned nearby, and several lounge chairs are visible, providing ideal spots for relaxation. The sky is adorned with warm hues of sunset.

4.97 out of 5 average rating, 38 reviews

Intercostal Oasis

Private, pet-friendly home rentals

5 out of 5 average rating, 4 reviews

3/2 house heated pool near beach

4.78 out of 5 average rating, 78 reviews

A vibrant sunset casts golden reflections on the calm water, with shades of orange and pink filling the sky. The horizon features a sun dipping into the sea, creating a serene atmosphere. The shoreline is visible, adding depth to the tranquil coastal scene.

Tiny home in Siesta Key

Siesta Key Beach 100 feet from Romantic Unit!

4.98 out of 5 average rating, 90 reviews

A heated pool is surrounded by lush greenery, with clear blue water inviting relaxation. Sunlight glimmers on the surface, and a cozy pool area is visible alongside a white two-story building. The space features a kayak resting against the pool's edge.

Flat in Sarasota

Beechwood Suites A

5 out of 5 average rating, 37 reviews

Home in Bradenton

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

An aerial view reveals the vibrant community surrounding this vacation rental, with colorful buildings and lush palm trees. The coastline stretches in the distance, showcasing the beach's sandy shoreline and turquoise waters, while the local neighborhood features a mix of residential and commercial structures.

4.98 out of 5 average rating, 64 reviews

100 Steps to beach access & 5-min Village walk

5 out of 5 average rating, 98 reviews

A serene beach scene captures the sun setting on the horizon, casting warm hues across the sky and reflecting on the gentle waves. The shoreline appears tranquil, inviting relaxation as the day's light slowly fades.

Guest suite in Sarasota

Ocean Breeze Retreat 6min to Siesta BEACH!

4.71 out of 5 average rating, 21 reviews

Private Getaway Near Siesta Key!

A tranquil backyard is framed by lush greenery, featuring a clear swimming pool with steps leading in. Outdoor seating is arranged around the pool, including lounge chairs and colorful Adirondack chairs. A hammock is suspended between trees in a relaxing corner.

4.95 out of 5 average rating, 44 reviews

Paradise In Siesta!

Pet-friendly home rentals with a hot tub

4.97 out of 5 average rating, 130 reviews

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.

4.99 out of 5 average rating, 79 reviews

Coastal Home in Sarasota-8min from Siesta Key

4.88 out of 5 average rating, 124 reviews

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

Flat in Sarasota

Minutes to Siesta or DT w/heated pool and Hot Tub

4.91 out of 5 average rating, 149 reviews

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

Apartment in Bradenton

New Luxury 3/3 Condo in Margaritaville Resort

4.88 out of 5 average rating, 187 reviews

An outdoor space is featured, showcasing a hot tub and a dining area with a table set for guests. Light fixtures hang from the wooden ceiling, and greenery is present, adding a natural touch. A relaxed atmosphere is created by the open layout.

Home in Bradenton

Extra large 3 bedroom home with Hot Tub near AMI

4.97 out of 5 average rating, 140 reviews

The Wisteria Oasis W/swings, heated pool & hot tub

5 out of 5 average rating, 12 reviews

Beach House *Pool*Spa*Walk to Beach and SK Village

A clear view of the inviting swimming pool is presented, bordered by lounge chairs with red and white stripes. Palm trees sway gently in the background, framing the scenic vista of Sarasota Bay and lush greenery beyond.