Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Table tennis
Games room
Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Housekeeping Included

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Water sports
Beach or lakeside relaxation
Tennis in town
Horse riding

Fishing
Cycling trips
Golf within 30mins drive
Waterfront
Lakefront

See all

Less

137 houses

Sort by:

Oceanfront home w/sunset views of Sarasota Bay

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

Match: Rental types Water sports

All filters match

Price per night from

$630

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

Match: Rental types Water sports

All filters match

Price per night from

$329

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

“Location location” Great house convincent , clean , close to everything

Match: Rental types Water sports

All filters match

Price per night from

$122

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

3 bedrooms
2 bathrooms

sleeps 13

Match: Rental types Water sports

All filters match

Price per night from

$339

Sea Shell Cottage

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

Match: Rental types Water sports

All filters match

Price per night from

$172

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Water sports

All filters match

Price per night from

$259

Oceanfront home

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 10

Match: Rental types Water sports

All filters match

Price per night from

$688

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

4 bedrooms
4 bathrooms

sleeps 12

Match: Rental types Water sports

All filters match

Price per night from

$402

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

6 bedrooms
5 bathrooms

sleeps 16

Match: Rental types Water sports

All filters match

Price per night from

$683

Flamingo Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Water sports

All filters match

Price per night from

$172

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

Match: Rental types Water sports

All filters match

Price per night from

$345

Coastal Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Water sports

All filters match

Price per night from

$172

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$345

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$431

Casey Key 1-Bedroom Dockside Villa #3

Nokomis villa

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$230

Casey Key 2-Bed Dockside Penthouse

Nokomis penthouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$206

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$448

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$423

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$114

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$161

Condo in Paradise - Gorgeous Upscale Beachfront- Best Ground Floor Location A106

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$320

Perfect vacation spot

Sarasota apartment

1 bedroom
1 bathroom

sleeps 2

“Good location. Nice host.” Location to near by beaches and downtown were just perfect. It was comfortable and had all we needed for our visit with a lovely host. Definitely would stay here again if we visit Sarasota again.

1 of 2 match: Rental types, Water sports

1 of 2 filters match

Price per night from

$155