Siesta Key Florida Vacation Rentals

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Best Siesta Key Florida Vacation Rentals

Choosing a vacation rental in Siesta Key allows for the comfort of home with top-notch amenities and close proximity to the beach. Rentals like The Capri at Siesta and Turtle Beach Resort offer unique experiences that cater to families, couples, and adventure seekers alike.

9.2

Good

(464 Reviews)

+ 97 photos

The Capri At Siesta

6782 Sarasea Circle
Wi-Fi
Free parking
Outdoor swimming pool
Air conditioning
Cribs
Beach access
Private beach
Sun loungers
Beach umbrellas
Free shuttle service
Cycling
Canoeing
Fishing
Snorkeling
Diving
Wind surfing
Golf course
Laundry
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Outdoor dining area
Picnic area/ Tables
No pets allowed
Non-smoking rooms
Show more + Show less -
The Capri at Siesta is just steps away from the white sands of Siesta Key Beach. Featuring villas equipped with full kitchens, it allows guests to prepare their meals comfortably. With amenities like a heated pool and BBQ facilities, it's perfect for family gatherings. This property is located 3 miles from downtown Siesta Key, conveniently placing various dining and shopping options within reach.

Price comparison

Average Price 189 US$

9.0

Good

(1577 Reviews)

+ 97 photos

Tropical Beach Resorts - Sarasota

6717 Sara Sea Circle
Wi-Fi
Free parking
24-hour security
Outdoor swimming pool
Heated swimming pool
Air conditioning
Toys
Cribs
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Canoeing
Fishing
Snorkeling
Golf course
Laundry
Flat-screen TV
Cookware/ Kitchen utensils
VIP check-in/ -out
Outdoor dining area
Welcome drink
Picnic area/ Tables
No pets allowed
Non-smoking rooms
Show more + Show less -
Tropical Beach Resorts offers versatile accommodations just a 5-minute walk from the beach. Guests can enjoy an outdoor heated pool and convenient access to various local shops and restaurants. The property includes kitchenettes in all rooms.

Price comparison

Average Price 154 US$

9.3

Good

(86 Reviews)

+ 97 photos

Turtle Beach Resort

9049 Midnight Pass Road
Wi-Fi
Off-site parking lot
Outdoor swimming pool
Heated swimming pool
Air conditioning
Toys
Sun loungers
Beach umbrellas
Jacuzzi
Back massage
Head massage
Full body massage
Spa & wellness center
Cycling
Canoeing
Fishing
Snorkeling
Laundry
Flat-screen TV
Dryer
Cookware/ Kitchen utensils
Outdoor dining area
Picnic area/ Tables
Pets allowed
No smoking on site
Show more + Show less -
Turtle Beach Resort sits on the coast of Little Sarasota Bay, providing guests with scenic cabin accommodations. This secluded property offers access to the beach, a swimming pool, and various water sports equipment for rental. The lush gardens create a picturesque atmosphere that's perfect for a relaxing getaway.

Price comparison

Average Price 329 US$

8.2

Good

(399 Reviews)

+ 97 photos

The Ringling Beach House

523 Beach Road
Wi-Fi
Free parking
Outdoor swimming pool
Heated swimming pool
Air conditioning
Toys
Board games
Beach access
Sun loungers
Beach umbrellas
Flat-screen TV
Cookware/ Kitchen utensils
Outdoor dining area
Picnic area/ Tables
Pets allowed
No smoking on site
Show more + Show less -
Across from Siesta Key Beach, The Ringling Beach House features comfortable apartments with full kitchens, allowing guests to enjoy meals at their leisure. Enjoy a community pool and easy access to a variety of shops and dining options just an 8-minute walk away in Siesta Key Village.

Price comparison

Average Price 224 US$

9.7

Good

(58 Reviews)

+ 97 photos

The Inn On Siesta Key

515 Beach Road
Wi-Fi
Off-site parking lot
Outdoor dining area
Picnic area/ Tables
Aerobics
Outdoor swimming pool
Heated swimming pool
Laundry
Flat-screen TV
Dryer
Electric kettle
Cookware/ Kitchen utensils
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Snorkeling
Diving
Wind surfing
Horseback riding
Golf course
Tennis court
Bowling
Beach access
Sun loungers
Beach umbrellas
Toys
Children's pool
Board games
No pets allowed
Pet amenities available
Air conditioning
No smoking on site
Show more + Show less -
The Inn on Siesta Key offers cozy accommodations just a short stroll from Siesta Key Beach. With an outdoor swimming pool and garden areas, guests can relax and unwind. The property also provides a bike rental service, facilitating easy exploration of the area.

Price comparison

Average Price 295 US$

Siesta Key Beach Rentals

Rentals near the beach provide immediate access to Siesta Key's beautiful shores. Properties cater to diverse group needs with options for families and those seeking romance or relaxation.

9.3

Good

(424 Reviews)

+ 60 photos

Twin Palms At Siesta

1115 Point Of Rocks Rd
Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Paid shuttle service
Outdoor swimming pool
Heated swimming pool
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Cycling
Canoeing
Fishing
Snorkeling
Beach access
Private beach
Sun loungers
Beach umbrellas
Toys
No pets allowed
Air conditioning
Non-smoking rooms
Show more + Show less -
Twin Palms at Siesta offers a private beach area along with an outdoor swimming pool, ideal for leisurely days by the shore. Each unit includes a full kitchen and various amenities. Located just a short walk from Crescent Beach, this rental ensures guests can fully enjoy the area's highlights.

Price comparison

Average Price 168 US$

9.3

Good

(113 Reviews)

+ 56 photos

The Residences On Siesta Key Beach By Hyatt Vacation Club

915 Seaside Dr
Free Wi-Fi in rooms
Free parking
Outdoor swimming pool
Air conditioning
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Jacuzzi
Fishing
Snorkeling
Flat-screen TV
Dryer
Business center
Restaurant
No smoking on site
Show more + Show less -
The Residences on Siesta Key Beach, a Hyatt Vacation Club, provides direct access to stunning beachfront areas. Guests can utilize various amenities including a hot tub and fitness center. This property is family-friendly, providing spacious kitchens and the opportunity for various outdoor activities, enhancing vacation experiences.

Price comparison

Average Price 1156 US$

8.9

Good

(191 Reviews)

+ 85 photos

Siesta Key Palms

1017 Point Of Rocks Road
Wi-Fi
Free parking
Outdoor dining area
Outdoor swimming pool
Heated swimming pool
Jacuzzi
Flat-screen TV
Cookware/ Kitchen utensils
Beach access
Private beach
Sun loungers
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Siesta Palms By The Beach features family-oriented accommodations within close proximity to Crescent Beach. The heated pool serves as a perfect retreat after a beach day, while the outdoor garden adds a tranquil element to the stay. With fully equipped kitchens at guests' disposal, they can conveniently prepare meals during their vacation.

Price comparison

Average Price 390 US$

8.2

Good

(130 Reviews)

+ 42 photos

Cottages At Siesta Key Inn

1105 Point Of Rocks Road
Wi-Fi
Free parking
24-hour security
Outdoor swimming pool
Flat-screen TV
Hiking
Cycling
Fishing
Snorkeling
Wind surfing
Horseback riding
Golf course
Bowling
Squash
Beach access
Sun loungers
Beach umbrellas
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Azul Resort Siesta Key allows guests easy access to Crescent Beach with a relaxing outdoor swimming pool to unwind. The property provides bicycle rental services so guests can explore the area further. Each spacious room is equipped with a kitchenette, perfect for those looking to prepare their meals.

Price comparison

Average Price 178 US$

Siesta Key Village Vacation Rentals

Staying near Siesta Key Village offers convenient access to shopping, dining, and nightlife. Rentals in this area provide a lively and vibrant experience for all types of travelers.

8.6

Good

(25 Reviews)

+ 73 photos

Gulf Holiday By Beachside Management

73 Avendia Messina
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Gulf Holiday by Beachside Management is perfectly located just steps from Siesta Key Beach, providing guests with immediate beach access. Units include essential amenities such as WiFi and private parking. Each unit has a plunge pool which is great for an afternoon soak after beach outings.

Price comparison

Average Price 171 US$

5.4

Good

(14 Reviews)

+ 42 photos

Sea Club II By Beachside Management

5955 Midnight Pass Road
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Sea Club II provides spacious accommodations with convenient access to Crescent Beach and features an outdoor swimming pool for relaxation. Guests can enjoy the nearby vibrant Siesta Key Village, enhancing their dining and shopping experiences. With both free parking and WiFi, it caters well to families and groups alike.

Price comparison

Average Price 171 US$

8.5

Good

(2 Reviews)

+ 51 photos

Fanta-Sea 55 By Beachside Management

55 Beach Road
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Fanta-Sea 55 is a spacious rental perfect for larger families, featuring four bedrooms and a fully equipped kitchen ideal for homemade meals. Located just minutes from the beach, guests can easily enjoy the seaside views. Local shops and restaurants are nearby.

Price comparison

Average Price 720 US$

9.2

Good

(10 Reviews)

+ 78 photos

Lookout

641 Beach Road
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Sun loungers
Outdoor swimming pool
No pets allowed
No smoking on site
Show more + Show less -
Lookout is a modern beach home situated near Siesta Key Beach, boasting a private pool which provides an excellent escape after a day in the sun. The home is fully equipped with fast WiFi and ample parking space. It is located near family-friendly activities.

Price comparison

Average Price 1751 US$

Turtle Beach Rentals Siesta Key

Rentals near Turtle Beach offer a more secluded experience, ideal for those seeking tranquility. These locations are great for outdoor enthusiasts interested in kayaking, fishing, and relaxation.

8.8

Good

(148 Reviews)

+ 64 photos

Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool

8254 Midnight Pass Road
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
VIP check-in/ -out
Canoeing
Fishing
Outdoor dining area
Beach access
Sun loungers
Outdoor swimming pool
Heated swimming pool
No pets allowed
No smoking on site
Show more + Show less -
Siesta Heron Suites & Villas provides a serene getaway with lake views and lush tropical gardens. Guests can enjoy a year-round outdoor pool and kitchen facilities. The property offers water sports equipment for rental, perfect for guests looking to explore the beautiful coast.

Price comparison

Average Price 179 US$

9.8

Good

(5 Reviews)

+ 47 photos

Our House At The Beach E-504

Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Elevator
Cycling
Fishing
Snorkeling
Golf course
Tennis court
Outdoor dining area
Beach access
Heated swimming pool
No pets allowed
No smoking on site
Show more + Show less -
Our House at the Beach offers a prime beachfront location with private access. Featuring a heated swimming pool, it's perfect for relaxation after beach adventures. Kitchen amenities allow guests to enjoy leisurely meals while being close to local dining options.

Price comparison

Average Price 323 US$

8.3

Good

(24 Reviews)

+ 51 photos

Crescent Beach Villas By Beachside Management

1126 Crescent Street
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Crescent Beach Villas provide convenient beach access with an outdoor swimming pool for refreshing dips. Guests can enjoy a private entrance and a games room during their stay. The villas are also close to Turtle Beach.

Price comparison

Average Price 253 US$

6.9

Good

(12 Reviews)

+ 22 photos

Beach Condo On Siesta Key Beach W/ Heated Pool

5830 Midnight Pass Road
Internet access
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Elevator
Beach access
Heated swimming pool
No pets allowed
24-hour reception
No smoking on site
Show more + Show less -
Siesta Key Beach 5830 #T34 offers spacious two-bedroom units with a balcony featuring beach views. The rental includes full kitchen facilities and is conveniently located near Turtle Beach. Additional support is provided by a 24-hour front desk for guests' needs.

Price comparison

Average Price 254 US$

Vacation Rentals Near Siesta Key Florida

Staying in nearby vacation rentals allows for easy access to Siesta Key while enjoying a quieter ambiance. These properties cater to varied needs from budget to luxurious accommodations.

8.5

Good

(25 Reviews)

+ 82 photos

Palm Bay Club By Beachside Management

5960 Midnight Pass Road
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Palm Bay Club by Beachside Management is located a short walk from Crescent Beach, providing the perfect blend of convenience and tranquility. The property offers complimentary WiFi, along with private parking options. The outdoor seating areas and pool access enhance the leisure experience for guests.

Price comparison

Average Price 462 US$

9.1

Good

(10 Reviews)

+ 25 photos

Crescent Arms Condominiums

6312 Midnight Pass Rd. Unit Number 603 S
Free Wi-Fi in public areas
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Elevator
Laundry
Cycling
Fishing
Golf course
Aqua park
Water sports
Beach access
Sun loungers
Outdoor swimming pool
No pets allowed
No smoking on site
Show more + Show less -
Crescent Arms Condominiums offers beachfront views. Guests can partake in a variety of recreational activities within the property grounds. Each unit includes a private entrance, allowing for a sense of exclusivity during your stay.

Price comparison

Average Price 753 US$

8.8

Good

(80 Reviews)

+ 97 photos

Bianco Sands By Beachside Management

1126 Point Of Rocks Road
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Bianco Sands features nine units that promise easy access to both the beach and local amenities. With complimentary WiFi and parking, guests are catered to at every turn. The property also includes a swimming pool for relaxing afternoons.

Price comparison

Average Price 141 US$

8.9

Good

(19 Reviews)

+ 97 photos

Beach Residences On Siesta, Aka The Hyatt

915 Sea Side Drive Apt 310
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -
Beach Residences on Siesta, also known as The Hyatt, presents varied lodging configurations just steps from Crescent Beach. Free WiFi adds convenience, while abundant outdoor leisure options alongside easy access to local shops allow for a vibrant stay.

Price comparison

Average Price 509 US$

Siesta Key, known for its stunning sugar-white sands and vibrant community, is a quintessential beach destination in Florida. With over 8 miles of beach, visitors can sink their toes into the acclaimed Siesta Key Beach, consistently recognized for its beauty, soft sand, and tranquil waters, attracting beachgoers and families alike for countless sunny days. The area is home to approximately 50 vacation rentals, ranging from cozy cottages to luxurious beachfront properties. Top-rated options include Siesta Key Beach Rentals and Siesta Key Village Vacation Rentals, offering convenient access to local attractions such as the John and Mable Ringling Museum of Art and the charming Siesta Key Village filled with shops, restaurants, and nightlife.

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