This Siesta Key holiday home is situated a short drive (approximately 2.4km and 1.9km respectively) from Siesta Key Public Beach and Crescent Beach. The two-bedroom, one-bathroom property sleeps five, offering free Wi-Fi, on-site parking, and a fully equipped kitchen including oven, stove, refrigerator, microwave, and coffee maker; laundry facilities are also provided.
10 114 reviews
Siesta Key, FL
14/07 – 11/08
£209/nighttotal: £5852 (28 )
The Cottage Next Door Best Downtown Location In Sarasota
2 3
cottage , Sarasota
This charming cottage is located in central Sarasota, just a short distance from Marie Selby Botanical Gardens and Sarasota Memorial Hospital. It has received excellent ratings for location, cleanliness, and overall user experience. The cottage has two bedrooms and one bathroom, offering comfortable accommodation for up to four guests. It includes a fully equipped kitchen, a patio, a barbecue grill, and modern amenities such as a TV and coffee maker.
10 1 review
Siesta Key, FL
14/07 – 11/08
£109/nighttotal: £3052 (28 )
Charming 2bd Bungalow Close To Crescent Beach!
2 3
cottage , Siesta Key
This pet-friendly Siesta Key holiday home is situated approximately 1.2 km from Siesta Key Marina and 1.1 km from Gulf Gate Mall in Sarasota. The two-bedroom, one-bathroom property sleeps four guests and offers a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, a private garden with terrace, on-site parking, and a barbecue.
Siesta Key, FL
25/10 – 01/11
£236/nighttotal: £1652 (7 )
Blue Dolphin Cottage Steps From The Beach
2 2
cottage , Siesta Key
This Key West-style lodge is located in Siesta Key Village, 30 metres from Siesta Key Beach and a short drive from St. Armands Circle. This 51 square metre holiday home offers two bedrooms, one bathroom, and a kitchenette, accommodating up to three guests with a king and a twin bed, and features a private screened porch.
8.0 1 review
Siesta Key, FL
24/06 – 28/06
£109/nighttotal: £436 (4 )
Exquisite Small Cottage Minutes To Siesta Key
1 2
cottage , Ridge Wood Heights
This Ridgewood Heights cottage is situated within 3km of Sarasota Memorial Health Care System, The Landings, and Gulf Gate Mall, offering convenient access to local amenities and healthcare. This 26 square metre self-catering property sleeps two guests, boasting a fully equipped kitchen, private garden, jacuzzi, and free Wi-Fi; in-unit laundry facilities are also provided.
Siesta Key, FL
21/11 – 01/12
£360/nighttotal: £3600 (10 )
93 M² Cottage ∙ 2 Bedrooms ∙ 6 Guests
2 2
cottage , Siesta Key
This Siesta Key beach house is located on Beach Road, directly opposite Siesta Key Beach and a short walk (a few hundred metres) from Siesta Key Village, offering easy access to shops, restaurants and nightlife. The 92 square metre property features two ensuite bedrooms with queen-size beds, an open-plan living/dining area with a further queen-size Murphy bed, a galley kitchen with stainless steel appliances, a shared laundry, and a Pack 'n Play cot; sleeping up to six guests.
10 12 reviews
Siesta Key, FL
14/07 – 11/08
£365/nighttotal: £10220 (28 )
"Bee Keeper's Cottage" On Private Estate, New Construction, Close To Everything!
2 3
cottage , Lake Sarasota
This Lake Sarasota holiday home is conveniently located within 4.8 kilometres of Bent Tree Country Club, Doctors Hospital of Sarasota, and Rothenbach Park, and 4.7 kilometres from Celery Fields. The two-bedroom, two-bathroom property sleeps four guests and boasts a private outdoor pool and hot tub, a fully equipped kitchen, free Wi-Fi, and access to an on-site games room.
10 12 reviews
Siesta Key, FL
12/09 – 19/09
£223/nighttotal: £1561 (7 )
Cottage Across The Street From #1 Beach
1 2
cottage , Siesta Key
This renovated 56 square metre cottage, located directly across Beach Road from Siesta Key Beach, offers easy access to Beach Access #7 and is a short walk to Siesta Key Village's dining and live music. Sleeping two guests, this 1-bedroom bungalow features air conditioning, Wi-Fi, a full kitchen, and complimentary beach cruiser bikes, with a private, fenced-in deck and parking available.
9.8 27 reviews
Siesta Key, FL
14/07 – 11/08
£99/nighttotal: £2772 (28 )
Chic Cottage, Vamo Area, Close To Beaches, Pet Friendly, Kayaks, Large Backyard
2 3
cottage , Vamo
This Vamo holiday home is situated west of US 41, approximately 7.2 kilometres from South Siesta Key beach access and 14.5 kilometres from North Jetty beach in Venice. The 65-square-metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen (including fridge and microwave), air conditioning, a terrace, parking, Wi-Fi, a Smart TV with YouTube TV, and a large partially fenced tropical backyard with hammock and firepit; kayaking and boating are easily accessible at a nearby public park.
Siesta Key, FL
18/07 – 25/07
£458/nighttotal: £3206 (7 )
Beach Club Cute Cottage In C Bldg
1 2
cottage , Siesta Key
This Siesta Key cottage, situated 6km from Siesta Key's town centre, offers easy access to Crescent Beach and Siesta Key Beach. Sleeping two guests, this self-catering property boasts a kitchen with fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a barbecue area; nearby attractions include Gulf Gate Mall.
10 1 review
Siesta Key, FL
14/07 – 11/08
£94/nighttotal: £2632 (28 )
Walkable To Downtown And Parks Brand New Furniture
2 3
cottage , Sarasota
This Sarasota cottage, situated in Central Sarasota, is within walking distance of the Sarasota Children's Garden and the Westcoast Black Theatre Troupe. The two-bedroom, one-bathroom property sleeps five, offering a fully equipped kitchen, in-unit laundry, air conditioning, a terrace, garden, and parking; nearby attractions include Lido Beach and Nathan Benderson Park.
9.6 9 reviews
Siesta Key, FL
04/07 – 08/07
£318/nighttotal: £1272 (4 )
Palm Shade Cottage | Charming 1-bedroom In Sk, Access To Pool, Walk To Beach!
1 4
cottage , Siesta Key
Palm Shade Cottage, situated in Siesta Key, Florida, is located just 0.16 km from Siesta Key Beach and a short walk from Siesta Key Village. This one-bedroom holiday home, boasting 62 square metres of floor space, features a queen-sized bed, a Murphy bed, two bathrooms, a fully equipped kitchen, a private patio, and access to a shared heated pool (November 15th–April 15th), accommodating up to four guests.
Handpicked Cottages for Families in Siesta Key, FL
Family-friendly cottages in Siesta Key, FL offer ample room and easy beach access for the whole group.
10 3 reviews
Siesta Key, FL
04/07 – 07/07
£490/nighttotal: £1470 (3 )
62 M² Cottage ∙ 1 Bedroom ∙ 4 Guests
1 1
cottage , Siesta Key
Palm Shade Cottage is located in the heart of Siesta Key, just 0.16 kilometres from the famous Siesta Key Beach and a short walk from Siesta Key Village. The one-bedroom cottage, covering 62 square metres, comfortably sleeps four guests and offers access to a shared heated pool, BBQ area, and a private patio.
Siesta Key, FL
24/06 – 01/07
£202/nighttotal: £1414 (7 )
63 M² Cottage ∙ 2 Bedrooms ∙ 6 Guests
2 6
cottage , Sarasota
This Lido Beach holiday home offers direct access to Lido Beach and Lido Pool, with the Bay Runner trolley providing convenient transport to St. Armands Circle's shops and restaurants, located 1.2 kilometres away. This 63 square metre cottage sleeps up to six guests, featuring two bedrooms, one bathroom, a well-equipped kitchen, air conditioning, a swimming pool, and a garden, with parking and internet also provided.
9.6 533 reviews
Siesta Key, FL
12/09 – 19/09
£161/nighttotal: £1127 (7 )
Drift Inn B, Heated Pool, Beach And Amenities, 2-3 Min Walk
2 3
house , Siesta Key
This charming cottage is a short walk from the soft white sands of Crescent Beach and Siesta Key Beach, making it the perfect base for exploring this popular Florida destination. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The cottage offers 57 square metres of space, comfortably accommodating up to 4 guests in its two bedrooms. Enjoy the Florida sunshine with a private pool, relax in the garden, and prepare meals in the fully equipped kitchen, complete with a dishwasher, fridge, microwave, and oven.
9.8 80 reviews
Siesta Key, FL
27/07 – 29/07
£326/nighttotal: £652 (2 )
Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate
3 4
cottage , Southgate
This charming cottage is conveniently located in Southgate, just a short distance from Coconuts Family Entertainment Center, Sarasota Memorial Hospital, and Bee Ridge Park. The surrounding area offers a peaceful escape from the hustle and bustle of the city, with plenty of opportunities for relaxation and exploration. The cottage has consistently received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature. The cottage features two bedrooms, accommodating up to six guests, making it ideal for families or groups of friends. Amenities include a private pool, a spa tub, a fully equipped kitchen, and a terrace or balcony, ensuring a comfortable and enjoyable stay.
Best Siesta Key, FL cottages with a garden
9.8 29 reviews
Siesta Key, FL
31/10 – 07/11
£330/nighttotal: £2310 (7 )
5 Min Walk To Beach & Village, Private Pool,on The Canal
4 4
cottage , Siesta Key
This Siesta Key waterfront holiday home is located within 2km of Siesta Key Beach and Playground, and also close to the Siesta Key Farmers Market and St Boniface Episcopal Church Labyrinth. This three-bedroom, two-bathroom property boasts 119 square metres of living space, sleeping up to eight guests and offering a private pool, terrace, garden, free Wi-Fi, and parking.
Siesta Key, FL
01/08 – 09/08
£115/nighttotal: £920 (8 )
'Vintage Mermaid Cottage' 4 Mi To Siesta Key Beach
2 2
cottage , Sarasota
This Sarasota detached house is situated approximately 4.8 kilometres from Downtown Sarasota and within easy reach of Siesta Key Beach and Lido Key Beach, as well as cultural sites such as Mote Marine Laboratory and The John & Mable Ringling Museum of Art. This detached house offers 99 square metres of living space, accommodating up to six guests across two bedrooms and two bathrooms, and features a fully equipped kitchen, free WiFi, and outdoor seating areas.
Siesta Key, FL
21/11 – 01/12
£321/nighttotal: £3210 (10 )
Lulu's Crescent Cottage #1
1 2
cottage , Siesta Key
Lulu's Crescent Cottage #1 is located in Siesta Key, a short distance from the famous Crescent Beach and Siesta Key Beach, as well as the shops and restaurants of Gulf Gate Mall. The surrounding area is quiet and peaceful, offering a welcome retreat from the hustle and bustle of the town centre. This cosy cottage is ideal for couples, providing a comfortable space to relax and unwind. Amenities include a fully equipped kitchen, air conditioning, a private garden, and a barbecue area, ensuring a relaxing and enjoyable stay.
9.6 4 reviews
Siesta Key, FL
09/07 – 11/07
£210/nighttotal: £420 (2 )
Lil John Coastal Cottage Near Siesta Key Beach
1 4
cottage , South Sarasota
Lil John Coastal Cottage is situated in South Sarasota, Florida, a short walk from local amenities and a 6.4km drive from Siesta Key Beach. This two-bedroom, one-bathroom self-catering property sleeps four, boasting a screened porch, fire pit, fully equipped kitchen, and provision of beach chairs, umbrella, and cooler for guests' convenience.
Frequently asked questions about cottages in Siesta Key, FL
What would be a good 1-day itinerary for visiting in and around Siesta Key, FL?
Start your day at Siesta Key Beach, known for its soft, white sand. In the afternoon, head over to the Siesta Key Village for a spot of lunch and some shopping. Finish off your day with a beautiful sunset from the Crescent Beach.
You can't miss Siesta Key Beach, of course! Other must-sees include the Siesta Key Drum Circle, the historic Siesta Key Village, and the beautiful Turtle Beach.
What are the best cottages with a pool in Siesta Key, FL?
Can you easily explore Siesta Key, FL on foot or by bike?
Siesta Key Village is very walkable, and you can easily explore the beach areas on foot, too. There are bike paths along the beach, and you can rent bikes at several shops in the Village.
What are the best cottages with a jacuzzi in Siesta Key, FL?
What activities are available in and around Siesta Key, FL?
Siesta Key is a haven for water sports like swimming, sunbathing, kayaking, paddleboarding, and fishing. You can also find plenty of shops, restaurants, and bars in the Village, and there are several nature trails and parks nearby.
What are the best cottages for families and kids in Siesta Key, FL?
What famous towns or cities are near to Siesta Key, FL?
Siesta Key is just a short drive from Sarasota, a vibrant city with museums, theatres, and a lively arts scene. You can also easily reach the charming town of Venice, known for its beautiful beaches and historic downtown.
What are the best pet friendly cottages in Siesta Key, FL?
What are the most common amenities in cottages in Siesta Key, FL?
Most cottages in Siesta Key offer basic amenities like air conditioning, a kitchen, a bathroom, and a private patio or balcony. Many also include a swimming pool, laundry facilities, and access to a beach.
What are the best cottages with parking in Siesta Key, FL?
Relaxing in a private hot tub after a day at the seaside makes a cottage stay in Siesta Key, FL unforgettable.
Siesta Key, FL
31/10 – 07/11
£267/nighttotal: £1869 (7 )
Pink Mango Cottage Steps From The Beach
2 4
cottage , Siesta Key
This Key West-style holiday home is situated in Siesta Key Village, merely 100 metres from Siesta Key Beach and a short drive from St. Armands Circle. This 46 square metre bungalow offers two bedrooms accommodating up to four guests, featuring air conditioning, a kitchenette with a microwave, a private porch with a grill, and access to a shared jacuzzi pool.
10 1 review
Siesta Key, FL
12/09 – 19/09
£218/nighttotal: £1526 (7 )
Yellow Palm Cottage Steps From The Beach
2 2
cottage , Siesta Key
This Key West-style holiday home is situated in Siesta Key Village, a mere 100 metres from Siesta Key Beach, and within walking distance of Crescent Beach. This 46 square metre holiday home offers accommodation for up to four guests in two bedrooms, featuring a kitchenette, air conditioning, a shared jacuzzi pool, and parking, with a check-out time of 10:00 AM.
9.0 2 reviews
Siesta Key, FL
22/08 – 05/09
£299/nighttotal: £4186 (14 )
Cozy Cottage Near Siesta Key Village!
1 3
cottage , Siesta Key
This cottage in Siesta Key is located just 150 metres from Siesta Beach and a short walk from Siesta Key Village. This 51 square metre holiday home sleeps four guests and features two bedrooms, one bathroom, a private kitchen and living room, with access to a shared swimming pool and hot tub, plus complimentary bicycle rentals and beach equipment.
Find the Best Pet-Friendly Cottages in Siesta Key, FL
Secure a dog-friendly cottage in Siesta Key, FL featuring outdoor washing stations and proximity to the shoreline.
9.0 87 reviews
Siesta Key, FL
22/06 – 29/06
£283/nighttotal: £1981 (7 )
Sea Spray Play | Ultimate Beach Escape, Steps From The Sand & St. Armands Cir
2 6
cottage , Sarasota
This newly renovated cottage in Lido Key offers direct access to Lido Beach's sands and Lido Pool, with St. Armands Circle's boutiques and dining a short open-air Bay Runner trolley ride away. This pet-friendly property spans 63 square meters, featuring two bedrooms, one bathroom, and accommodation for up to six guests, complete with a well-equipped kitchen, a smart TV, and provided beach equipment for effortless days out.
Siesta Key, FL
24/10 – 03/11
£265/nighttotal: £2650 (10 )
Lulu's Crescent Cottage #2
1 2
cottage , Siesta Key
Lulu's Crescent Cottage #2 is located on Siesta Key, just six kilometres from the town centre, close to both Crescent Beach and Siesta Key Beach, and a short walk from Gulf Gate Mall. The cottage is a peaceful retreat, ideal for couples seeking a quiet escape. The cottage has one bathroom and can accommodate up to two guests. It includes a fully equipped kitchen, a garden, and free parking, as well as air conditioning, internet access, and a barbecue area.
Siesta Key, FL
14/07 – 11/08
£153/nighttotal: £4284 (28 )
Beautiful 2 Bed/2 Bath Cozy Cottage Retreat Your Home Away From Home
2 3
cottage , Sarasota
This detached house is located in the Indian Beach Sapphire Shores district of Sarasota, offering convenient access to Sarasota Airport (800 metres away), Lido Beach, Siesta Key Beach, major hospitals, universities, and the city centre. This 111 square metre property accommodates up to six guests with two bedrooms and two bathrooms, featuring two living areas, a private fenced garden, and private parking, with pets and internet access permitted.
10 150 reviews
Siesta Key, FL
27/07 – 29/07
£618/nighttotal: £1236 (2 )
Charming Beach Bungalow With Private Pool And Steps Away From The Beach!
2 4
cottage , Sarasota
This pet-friendly holiday home in Sarasota offers a strategic waterfront position, just a 13-minute walk from the boutiques and eateries of St. Armands Circle and close to Lido Beach for watersports. Guests can enjoy a well-equipped kitchen with a microwave and dishwasher, air conditioning, a swimming pool, spa, and on-site barbecue, with Wi-Fi, a TV, washer, dryer, linens, and towels provided.
Top-Rated Coastal Cottages in Siesta Key, FL
Book a refreshing coastal escape at comfortable seaside cottages in Siesta Key, FL near the shore.
10 1 review
Siesta Key, FL
14/07 – 11/08
£94/nighttotal: £2632 (28 )
Walkable To Downtown And Parks Brand New Furniture
2 3
cottage , Sarasota
Choose the Right Luxury Cottages in Siesta Key, FL
Discover coastal elegance at a luxury cottage near the water in Siesta Key, FL, where quality is paramount.
10 1 review
Siesta Key, FL
14/07 – 11/08
£104/nighttotal: £2912 (28 )
Chic Peaceful 3bd Cottage - Walk To Siesta!
2 3
cottage , Siesta Key
Check Out Cottages with a Pool in Siesta Key, FL
A cottage in Siesta Key, FL with a pool offers a heated dip right alongside the beach.
9.0 87 reviews
Siesta Key, FL
22/06 – 29/06
£283/nighttotal: £1981 (7 )
Sea Spray Play | Ultimate Beach Escape, Steps From The Sand & St. Armands Cir
2 6
cottage , Sarasota
Popular Cottages with Parking in Siesta Key, FL
Forget parking stress; every coastal cottage in Siesta Key, FL provides free on-site spaces for your convenience.
10 1 review
Siesta Key, FL
14/07 – 11/08
£94/nighttotal: £2632 (28 )
Walkable To Downtown And Parks Brand New Furniture
2 3
cottage , Sarasota
Search Holiday Cottages with Spa Facilities in Siesta Key, FL
Prioritise your well-being with exclusive spa facilities at these waterside cottages in Siesta Key, FL.
9.8 27 reviews
Siesta Key, FL
14/07 – 11/08
£99/nighttotal: £2772 (28 )
Chic Cottage, Vamo Area, Close To Beaches, Pet Friendly, Kayaks, Large Backyard