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.

4.94 out of 5 average rating, 101 reviews

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.

Home in South Sarasota

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, 115 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.

4.91 out of 5 average rating, 129 reviews

Siesta Key, FL - Casa Berano

Quiet, private home on lovely Siesta Key. 1.6 miles from lovely #1 Beach in the country. 1.9 miles to Siesta Key Village. FREE shuttle to village & beaches 7 days/wk. Private saltwater pool/enclosed lanai. Spacious 3bd/3b. Pets, dogs only, welcome, pls add to your total guest reservation. Open floor plan, large living area. Kitchen opens into living area & 2 dining areas w/large tables. 2 car gar. brick paved driveway, in home laundry. 6 Guests Max 2 pets max (dogs only), under 50lbs.

4.8 out of 5 average rating, 157 reviews

An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.

Cottage in Sarasota

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

4.86 out of 5 average rating, 88 reviews

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

Walk to everything! This location is one of the best on Siesta Key. Crescent Market Grocer, tiki bar, Captain Curts, Crescent Club, marina for watercraft rentals, bike rentals, 7/11, drug store, post office, and many other restaurants and boutiques are within a block area. Guests are given private beach access on the best beach in Siesta Key, and pool privileges are granted at Calini Beach Resort about 100 steps away! Do send inquiry regardless of calendar. There are two sides.

4.86 out of 5 average rating, 159 reviews

Heart of Village: Dog-Friendly w/ Pool & Parking

Escape to paradise in our newly renovated 2-bedroom condo, perfectly situated a block from Siesta Key Village. Enjoy the convenience of walking to bars and restaurants, plus two parking spots if you prefer to drive. Relax by the community heated pool or take an 8-minute stroll to the award-winning beach. Explore the area using the free trolley, or venture to downtown Sarasota. This dog-friendly condo offers Wi-Fi, a smart TV, in-unit laundry, and essential home and beach gear.

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

Guest suite in Siesta Key

4.91 out of 5 average rating, 217 reviews

Cozy Studio - quick walk to #1 Siesta Key Beach!

Recently renovated and updated! Adorable studio just steps from Siesta Key Village, and a quick walk to the beach. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

4.78 out of 5 average rating, 194 reviews

An outdoor lounge area features soft pink seating, including a sofa and armchair, against a backdrop of warm wood paneling. A standing lamp provides ambient lighting, and large windows offer a view of the surroundings. A patterned area rug adds texture to the space.

Guest suite in Sarasota

Private Suite • 10-Min Walk to Siesta Beach, Shops

🌴 Welcome to Your Cozy Siesta Key Getaway Relax in this private, well-appointed pied-à-terre located in a quiet, walkable neighborhood, just a 10-minute (0.5 mile) walk to Siesta Beach Access #12. . Perfect for couples or solo travelers looking for a comfortable, convenient home base near it all. The kitchenette is ideal for light cooking/reheating, and includes: Microwave, Refrigerator, Keurig Coffee maker, Teapot Small stove/oven, Basic dishware and utensils

5.0 out of 5 average rating, 16 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

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, 137 reviews

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

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

Popular amenities for pet-friendly home rentals near Crescent Beach

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 141 reviews

2 BR House 1.6 miles from Siesta Key Beach

4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

4.96 out of 5 average rating, 134 reviews

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.

4.96 out of 5 average rating, 277 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.8 out of 5 average rating, 186 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.

4.94 out of 5 average rating, 168 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

5.0 out of 5 average rating, 19 reviews

Siesta Key Village Home

A well-maintained exterior showcases a stone pathway leading to the entrance, framed by lush greenery and palm trees. The home is surrounded by manicured landscaping featuring artificial grass and gravel pathways, creating a welcoming outdoor space.

4.96 out of 5 average rating, 25 reviews

Charm Beach House

Pet-friendly home rentals with a pool

A brightly colored three-story building stands under a starry night sky, surrounded by palm trees. Exterior lights illuminate the vibrant walls and large windows. A paved driveway leads up to the garage, flanked by landscaped greenery.

4.88 out of 5 average rating, 129 reviews

5209B Menorca Street - Siesta Key Village Condo

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guesthouse in Bradenton

Serenity Lake

5.0 out of 5 average rating, 20 reviews

Apartment in Siesta Key

Bougie Beach Bungalow – Siesta Key, Florida

5.0 out of 5 average rating, 12 reviews

Apartment in Siesta Key

Siesta Key Luxury Penthouse, walk to Beach&Village

5.0 out of 5 average rating, 5 reviews

Condo in Sarasota

6630B - Mira Bella

4.69 out of 5 average rating, 26 reviews

A shared heated pool is situated in the foreground, with a shape that invites relaxation. The blue water contrasts with the surrounding light-colored deck. A two-story blue building stands in the background, with a spacious balcony offering ample seating, surrounded by lush greenery.

Condo in Sarasota

3BR Condo pool access • 100ft to Siesta Key Beach

4.97 out of 5 average rating, 59 reviews

An orange three-story townhouse stands surrounded by lush tropical landscaping. A heated pool is situated within a private outdoor area, accompanied by multiple lounge chairs and a patio table. Palm trees provide shade and contribute to the vibrant atmosphere of the space.

Townhouse in Siesta Key

Siesta Key Village, Pool, Beach Access 4-min Walk

4.98 out of 5 average rating, 58 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

Private, pet-friendly home rentals

4.95 out of 5 average rating, 19 reviews

Siesta Sands 1 Mile to Beach

4.79 out of 5 average rating, 80 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!

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.

4.81 out of 5 average rating, 21 reviews

Siesta Key | Heated Pool | Sauna | Family & Pets

5.0 out of 5 average rating, 15 reviews

Sea Escape - Located in Siesta Key Village!

4.98 out of 5 average rating, 50 reviews

Home in Arlington Park

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

4.76 out of 5 average rating, 17 reviews

Private Pool - Walk to Siesta Key Beach & Village!

4.83 out of 5 average rating, 6 reviews

Sun and Sea Vaccations

4.86 out of 5 average rating, 14 reviews

Sunkissed Pool Home, Fully Renovated, Pet Friendly

Pet-friendly home rentals with a hot tub

4.9 out of 5 average rating, 162 reviews

A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.

Home in Saint Armands

St Armand's Mid-Century Oasis

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.

5.0 out of 5 average rating, 107 reviews

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

4.98 out of 5 average rating, 104 reviews

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

Home in Cortez

Dockside Dreams - Pool, Spa & Waterfront Dock

4.88 out of 5 average rating, 186 reviews

A private pool area is surrounded by palm trees and shaded by umbrellas. The inviting water reflects blue skies, while a colorful float adds a playful touch. Comfortable seating is arranged around the pool, creating a relaxed outdoor atmosphere.

Home in Bradenton

Swim. Soak. Play. | Beaches | 5mi 2 IMG | Dine

4.88 out of 5 average rating, 67 reviews

An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.

Villa in Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

An inviting indoor pool area features a clear, heated pool surrounded by tile flooring. A large pink inflatable flamingo floats in the water. Two lounge chairs with red and white stripes are positioned by the pool, creating a relaxed atmosphere with views of lush greenery beyond the screened enclosure.

5.0 out of 5 average rating, 63 reviews

Casa Azul*Pool*Spa*Fire Pit*Close to Siesta Key

4.96 out of 5 average rating, 69 reviews

Heated Pool • 2 Miles to Siesta Key • King Bed