Updating...

More filters (5)

Air conditioning
Wireless Internet
Swimming pool
Private pool

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

See all

Less

Car not required
Pets
Pets allowed
Parking

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Walking trips
Beach or lakeside relaxation
City breaks
Tennis in town

Water sports
Fishing
Cycling trips
Golf within 30mins drive

See all

Less

1,213 house rentals

Sort by:

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

Match: Air conditioning Kettle Toaster Walking trips Car not required

All filters match

Price per night from

$165

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

Match: Air conditioning Kettle Toaster Walking trips Car not required

All filters match

Price per night from

$143

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

4 bedrooms
5 bathrooms

sleeps 10

4 of 5 match: Kettle, Walking trips, Air conditioning, Toaster, Car not required

4 of 5 filters match

Price per night from

$915

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

4 of 5 match: Kettle, Walking trips, Air conditioning, Toaster, Car not required

4 of 5 filters match

Price per night from

$189

Siesta Key private beach access

Siesta Key villa

3 bedrooms
3 bathrooms

sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

4 of 5 match: Kettle, Walking trips, Air conditioning, Toaster, Car not required

4 of 5 filters match

Price per night from

$508

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

2 bedrooms
3 bathrooms

sleeps 6

4 of 5 match: Kettle, Walking trips, Air conditioning, Toaster, Car not required

4 of 5 filters match

Price per night from

$218

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$482

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...

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$429

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

3 bedrooms
3 bathrooms

sleeps 7

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$1,144

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

3 bedrooms
3 bathrooms

sleeps 10

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$571

AUGUST SPECIAL! 2 min. drive to Siesta Key! Very Clean!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“Wonderful Place to stay” Confortable, and quick easy drive to good restaurants and most important The Beach! Although it rained the whole weekend, we were close to our family for the birthday and bridal shower celebration.

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$212

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

3 bedrooms
4 bathrooms

sleeps 6

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$972

Manasota Beachy Cottage

Manasota Key house

4 bedrooms
2 bathrooms

sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$155

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

3 bedrooms
2 bathrooms

sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$172

Ideal for remote working/studying and native plants/wildlife watching

Matlacha villa

3 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$98

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

3 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$108

Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways

Matlacha villa

3 bedrooms
3 bathrooms

sleeps 8

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$108

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

4 bedrooms
2 bathrooms

sleeps 8

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$98

Thinking about a relaxing getaway? Magical Getaway invites you to enjoy paradise

Cape Coral villa

4 bedrooms
3 bathrooms

sleeps 8

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$108

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

3 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Car not required, Walking trips, Air conditioning, Kettle, Toaster

4 of 5 filters match

Price per night from

$155

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

2 bedrooms
2 bathrooms

sleeps 5

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$241

Coastal Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$172

Cumberland Road Paradise

Venice apartment

1 bedroom
1 bathroom

sleeps 1

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$103

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

2 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$406

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

6 bedrooms
5 bathrooms

sleeps 16

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$681

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

4 bedrooms
4 bathrooms

sleeps 12

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$401

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

4 of 5 match: Walking trips, Air conditioning, Kettle, Toaster, Car not required

4 of 5 filters match

Price per night from

$500