Book Direct & Save - No Booking Fees

Siesta Key Vacation Rentals

(174 rentals)
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 30 yards to Turtle Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Bright and inviting, this popular unit has floor to ceiling sliding glass doors from the lanai, offering breathtaking third floor views. Beautiful white porcelain tile leads to new bamboo laminate flooring, which is just one of the many recent upgrades. The open kitchen has comfortable counter seating...

View all property information

Featured review

"Holmes Beach Rental"

We loved our visit and loved the condo. The views were amazing . The only compliant would be the living room furniture was not comfortable. And the kitchen could use more kitchen items. But we dealt with...

See all reviews

$376
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 400 feet to Siesta Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Prime location, being only two minutes walk to Siesta Beach entrance from this attractive three bedroom, two bath florida ranch! You live around the ground level pool with large patio doors openings from the two living areas and kitchen/dinning area. The home has been freshened with a very nice decor...

View all property information

Featured review

"Fantastic place"

This home is absolutely beautiful and spotless! Has every amenity you could want and is so close to the beach! Working with the host was very easy and very accommodating. You would totally enjoy this stay,...

See all reviews

$658
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 200 feet to across street

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom gorgeous condo overlooking Siesta Key Beach and Gulf of Mexico. Complex with large community pool, sauna, covered parking, secure gated area. Gas grills, party room, beautiful property. 2 full bathrooms with granite walk in showers and basin, etc. King bed in master with ensuite full bath,...

View all property information

Featured review

"Crescent Royale 4b Siesta Key,FL"

We had a great time. Condominium was wonderful. It had everything we needed. The owners were very helpful.

See all reviews

$302
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 800 feet to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...

View all property information

$182
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to paradise on Siesta Key! This charming 2 bedroom/2 bath condo is just steps from the award-winning white sands of Siesta Key beach. Enclosed patio. Enjoy the refreshing pool and amenities like tennis and grilling. WIFI. No pets. Sleeps 4 (1 King, 2 Twins). 2-week minimum. Check in: 15:00 - 23:59 Check...

View all property information

$281
avg per night

Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 25% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.

Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Updated 1 bedroom, 2nd Floor unit in Siesta Village offers great location just two buildings from the beach and 1 block into the village with restaurants and shopping. The unit offers tile floors, leather furniture, updated kitchen and TVs in living room and bedroom. Complex offers community pool and...

View all property information

Featured review

"Siesta Key paradise"

We had a great vacation here! Condo was very nice, clean and well supplied. Close to Siesta Village, Beach and within walking distance of almost everything. A definite hidden treasure!

See all reviews

$312
avg per night
Siesta Key Villa
Sleeps 3, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Enjoy spectacular views of the Gulf from all levels of this freshly remodeled, coastal contemporary townhouse featuring a master Bedroom with a den and luxurious bathrooms. The beach is just a block from Siesta Village offering restaurants, shopping and nightlife. This three-story unit features a convenient...

View all property information

$594
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Discover your Siesta Key oasis! This gorgeous 4-bedroom, 3-bath house boasts a private pool, updated interiors, and a prime location near the beach. Enjoy a fully-equipped kitchen, high-speed internet, and a spacious layout that comfortably sleeps 10. Relax on the covered lanai, soak up the Florida sun,...

View all property information

$421
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our exquisite three-bedroom, two and a half-bath Siesta Key home, where the magic of the tropics meets unparalleled comfort and convenience! Imagine waking up to the vibrant spectacle of parrots gracefully flitting overhead, a delightful start to your vacation amidst our lush, tropical backyard...

View all property information

$821
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry...

View all property information

Featured review

"Very nice host and home. Home needs work."

The owner could not have been nicer. The home is beautiful but does need attention to details like, no ice from icemaker, hot water takes forever to get to kitchen and master bath. Carpet in bedroom needed...

See all reviews

$185
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

*Calendar month rentals only*May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 prior for monthly rentals. Check the calendar for...

View all property information

Featured review

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...

See all reviews

$313
avg per night
Siesta Key Villa
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your oasis awaits you. 4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach! Five star amenities include; Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry...

View all property information

$784
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking Direct Oceanfront Condo – Wake up to panoramic views stretching the entire length of Siesta Key Beach in this elegantly appointed 9th-floor oceanfront retreat, perfectly located near the Stickney Point Bridge Village shops and restaurants and a marina. This residence offers designer...

View all property information

Featured review

"Great condo"

Location and condition and furnishings of condo are the best, the only suggestion we have (and it's not a deal breaker ) is a recliner or two would be great.

See all reviews

$602
avg per night
New
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to paradise in this updated 2 bedroom/2 bath villa at Polynesian Gardens on Siesta Key! Featuring an updated kitchen, tile floors and washer/dryer in unit. Enjoy three TVs and a private patio accessible from the master bedroom. Relax by the community pool and stay connected with WIFI. Beach access...

View all property information

$273
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

BEAUTIFUL BEACHFRONT CONDO WITH VIEWS FROM LIVING ROOM AND BOTH BEDROOMS. BEACH CHAIRS PROVIDED ON THE BEACH. LARGE LANAI RUNS ENTIRE WIDTH OF UNIT. LEATHER FURNITURE, ONE OF OUR MOST POPULAR UNITS. BIG SCREEN TV, VCR& DVD, TV IN EACH BEDROOM. WASHER & DRYER IN UNIT. HIGH SPEED INTERNET ACCESS....

View all property information

$714
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

*Calendar month rentals only*May-November (7 month lease) - $3500 per month plus utilities and tax. November & December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 days prior for monthly rentals. Check...

View all property information

Featured review

"A Great Home Away from Home"

I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors...

See all reviews

$313
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax in this beautiful 2 bedroom, 2 bath condo located in the tower at Palm Bay Club overlooking the world famous white sands of Siesta Key beach. Complex offers two pools (one bayside and one beachside), beach chairs and covered parking for 1 car. Tile flooring with granite countertops...

View all property information

$592
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

4th floor Bayside 2 bedroom, 2 bath condo located in the Capri Building at Excelsior. Complex has two pools (one beachside/one bayside) with hot tub, 3 lighted tennis/pickleball courts, outdoor BBQ/picnic area. Unit has washer/dryer, WIFI, 2 TVs and DVD. No pets. No trucks/trailers or motorcycles allowed...

View all property information

Featured review

"2 hurricanes"

We were due to stay for 2 weeks from 26th sep unfortunately due to hurricane helene we weren't able to stay .siesta rentals returned all our sad but we will come ahain

See all reviews

$342
avg per night
Siesta Key Condo
Sleeps 2, 1 bedroom, 1 bathroom
10 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

You have access to a deeded walkway from your condo to the beach while living directly on the intercoastal waterway with a great view. The intercoastal waterway, with its parade of all types of boats and dolphins swimming by, is visible from practically every room. This 2nd floor, 1 Bedroom/1 Bath...

View all property information

Featured review

"Great!"

Wonderful location for boat watching and easy access to the beach. Owners are lovely and super easy to work with.

See all reviews

$261
avg per night
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Modern 1 bedroom, 2nd Floor unit in Siesta Key Village offers great location just two buildings from the beach and one block into the village with restaurants and shopping. The unit offers leather furniture, updated kitchen, 1 smart TV. Complex offers community pool and laundry facilities located just...

View all property information

Featured review

"Close to everything"

Kitchen was well stocked, condo had everything we need. Would stay again. Bed was comfortable. Close to everything

See all reviews

$312
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to this charming 3-bedroom house on Siesta Key, offering a private pool and a 2-car garage just a short distance from the beach. Enjoy amenities like a fully-equipped kitchen and a charcoal grill, which is perfect for family gatherings. With multiple TVs and high-speed internet, relaxation is guaranteed....

View all property information

$377
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 250 feet to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Direct-with-Owner Rentals: Siesta Breakers #603 offers "All-In Price" 10% to 25% Discounted Rental Rates from $2,095 to $3,921 /Wk Depending on the Season and payment method ($150 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $366 to $855 /Wk from...

View all property information

Featured review

"Lovely"

The condo was very clean and comfortable. Beautiful view from the lanai. Great location, walking distance to many restaurants and ice cream parlors!

See all reviews

$457
avg per night
New
Siesta Key House
Sleeps 14, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Casa De Mayo — your private waterfront retreat in the heart of the island. Perfectly situated just a stroll from Siesta Village and the world-famous powder-soft sands of Siesta Beach, this stunning home offers the best of both worlds: vibrant island life and peaceful tropical seclusion....

View all property information

$959
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking gulf front 2 bedroom/2 bath unit in beautiful Crystal Sands complex. Granite countertops, tile floors in living room, kitchen and bath. Wood flooring in the bedrooms. Leather furniture, 3 TVs, washer/dryer in unit, WIFI. No pets. No smoking. Sleeps 6 (1 king, 2 queens). 2-week minimum. Check...

View all property information

$602
avg per night
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. 4th floor unit is 1 bedroom, 1 bath on the corner with a washer/dryer. Complex offers community pool, tennis and community room. 1 assigned covered parking spot. Unit has 2 TVs, high-speed internet....

View all property information

$259
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to your Siesta Key haven! This fully renovated 3-bedroom, 2-bath home, a mile from the world-famous beach, offers a perfect blend of comfort and convenience. Enjoy a modern open floor plan, a fully equipped kitchen, and a private pool in a fenced backyard. With comfortable sleeping arrangements...

View all property information

$368
avg per night
Siesta Key House
Sleeps 9, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Tucked away amid the tropical tranquility of Siesta Keys Grand Canal, this remodeled home delivers on design, location and lifestyle. Featuring four bedrooms, two-and-one-half baths and washer & dryer. Please note that the garage is not available but there is plenty of parking in the driveway. Beautiful...

View all property information

$669
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful Crescent 2 bedroom penthouse with partial beach views, large balcony overlooking pool area in the center of the complex. Additional beach front pool also offered. Equipped with hardwood floors, large kitchen and laundry. 3 TVs, WIFI. Complex offers fitness center, 2 parking spaces and located...

View all property information

$665
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Discover the perfect balance of comfort, charm, and Florida sunshine in this beautiful home, ideally located just a short stroll from the world-famous Siesta Key Beach and the lively Siesta Village, filled with restaurants, cafés, and boutique shops. Bedrooms & Comfort Left side of the home: • One...

View all property information

Featured review

"great location to the Village and beach"

A wonderful location on Siesta Key--we loved being able to walk to the Village and easily walk to the beach. The house has an open feeling with a large living/eating/kitchen area. I cooked a good bit...

See all reviews

$179
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

3rd floor unit in the clubhouses located on the beachside of Palm Bay Club, which is steps from the beach. Custom cabinets, granite counters, stainless steel kitchen appliances, screened lanai, 3 LCD TV's, stackable washer/ dryer in unit. WIFI. Complex offers elevators, 2 pools (1 beachside, 1 bayside),...

View all property information

$467
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

The Condo Bay side water views; 2nd floorPrimary: King BedPrimary bath: tub/shower comboGuest: 2 twins/convert to KingGuest bath: tub/shower comboLiving Room: Sleeper Sofa

View all property information

 

Siesta Key Studio
Sleeps 2, 0 bedrooms, 1 bathroom
5 reviews

Distance to beach: 0.3 miles to Siesta Key Beach access 10

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

*Calendar month rentals only*May - November (7-month lease) - $2000 per month plus utilities December - $3900 per month plus utilities January, February, & March- $5900 per month plus utilities April - $4900 per month plus utilities50% deposit upon booking, balance 90 days before arrival. Check...

View all property information

Featured review

"Perfect peaceful pet friendly bungalow"

I recently had the pleasure of staying for three months in this cozy bungalow on Palm Island in the heart of Siesta Key. Nestled amidst lush vegetation and just a short walk from the beach and Siesta Key...

See all reviews

$183
avg per night
Siesta Key Villa
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. Completely remodeled, 1 bedroom/1 bath, 1st floor condo with private screened lanai with new pergo floors and new kitchen. Washer/dryer in unit located just one block from the shops and restaurants...

View all property information

$379
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury at its finest in this 1,600 sq. ft. Crescent condo complex. This unique 2 bedroom/2 bath 2nd floor unit opens directly to one of the two pools through an additional large outside dining patio with gas grill. Beautiful kitchen with open concept, washer/dryer in unit, bamboo floors throughout. High-def...

View all property information

$713
avg per night
Siesta Key Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

3 Bedroom/ 3 Bath Beachfront Townhome in Siesta Village, offering beautiful sunsets from your 2 balconies. Note that the beach directly in front of the property is private and may not allow access. Public beach access is always available just a few steps away. Go a block behind the unit to all the restaurants...

View all property information

$776
avg per night
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award-winning white sand beaches await. Beautiful first floor, 1 bedroom w/den in Bayside community of Bay Oaks. 3 TV's. Sleeps 4 (King in master bedroom, den has a twin bed and living room has a sleeper sofa. Complex offers swimming...

View all property information

$259
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. Completely remodeled ground floor unit at Jamaica Royale. Complex offers 3 swimming pools to enjoy along with 300 feet of private award winning white sand beach. WIFI. Washer/Dryer in unit. No pets....

View all property information

$445
avg per night
Siesta Key House
Sleeps 7, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 300 feet to Siesta Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes...

View all property information

Featured review

"Great property on the sand."

We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping...

See all reviews

$817
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Completely remodeled beachfront 11th Floor unit at Crystal Sands. Gulf views from each bedroom and living room south on Crescent beach. (The view in picture #3) is the view from your screened lanai. Elevator down to pool located on the white sands of Crescent Beach. Beach chairs provided by Crystal Sands....

View all property information

$577
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to the island and experience the #1 Beach in the USA! This updated end unit condo offers a spacious floor plan with a pool and is just two blocks from the award-winning white sand beaches. Enjoy convenient access to shopping and the shared laundry facilities. Assigned parking. No smoking. No pets....

View all property information

$245
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come relax in this quiet bayside complex that is surrounded by whispering oaks. 2nd floor unit is a 2 bedroom/2 bath remodeled unit. Complex offers tennis courts, community pool and pier for fishing. Unit has tile in main traffic areas with carpet in bedrooms. Leather sofa, open kitchen wit granite countertops....

View all property information

$311
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience luxurious living in one of the largest units on Siesta at this stunning 2 bedroom, 2 bathroom condo. This immaculate condo features porcelain tile flooring in the living areas, brand new plush carpeting in both bedroom, and beautiful crown molding. The kitchen is a chef's dream, with custom...

View all property information

$474
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your tropical oasis awaits you in this spacious two-story home. This stunning 4 bedroom, 4.5 bath luxury home with a private heated pool is just blocks from Siesta key beach! Five star amenities include; expansive gourmet kitchen with granite counter tops, handsome wood cabinetry,...

View all property information

$508
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Be prepared to relax as soon as you walk into our completely remodeled, bright open concept, 2BR, 2BA ground floor condo. Just a five minute walk to the beach. In addition to a king and two twin beds, there is a very comfortable pull out queen bed that doubles as a luxurious leather couch. The living...

View all property information

$330
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come relax in this quiet bayside complex surrounded by whispering oaks. 2 bedroom/2 bath unit is locate on the 3rd floor. Complex offers heated pool (Nov. through April), tennis, full laundry facility at complex, community room and small pier for fishing. Wood floors throughout with leather furnishings...

View all property information

$311
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms
2 reviews

Distance to beach: 950 feet to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Direct-with-Owner Rental Discounts: Midnight Cove #714 offers "All-In Price" 10% to 25% Discounted Rental Rates from $946 to $2,488 /Wk Depending on the Season ($150 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $163 to $621 /Wk from the listed...

View all property information

Featured review

"Siesta Key Midnight Cove 714, Convienient, 1st Floor Condo, Great Complex"

Midnight Cove has all the amenities for a great getaway on Siesta Key. The complex has great beach access, beach chairs with attendant on the beach, nice pool ,fitness center and two BBQ grill areas. The...

See all reviews

$277
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. Gorgeous Gulf front 2 bedroom/2 bath unit at Crystal Sands complex. Tile floors through kitchen, baths and living room. 3 TVs with washer/dryer in unit. Screened-in lanai off all rooms with direct access....

View all property information

$602
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 2nd floor luxury beachfront condo is updated with designer furniture and furnishings. Fully restocked kitchen with granite countertops and stainless steel appliances. 3 bedroom/3 bath direct beach and pool views from either of the two balconies. Access to small workout room. Washer/Dryer in unit...

View all property information

$843
avg per night
Siesta Key Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Second floor, 2 bedroom/2.5 bathroom townhome located in the quiet complex of Bay Oaks. Unit is nicely furnished with plenty of space. Tile flooring in kitchen, dining room and living room. 2 TVs with washer/dryer inside unit. 2 screened lanai's, small balcony and full kitchen. WIFI in unit. Complex...

View all property information

$327
avg per night
Siesta Key Cottage
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

*Calendar month rentals only*May - November (seven-month lease) - $2000 per month plus utilities December - $4900 per month plus utilities January - $5900 per month plus utilities February & March - $6900 per month plus utilities April - $4900 per month plus utilities50% deposit upon...

View all property information

Featured review

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...

See all reviews

$212
avg per night
Full map
Map

Siesta Key Weather

 | 

7122°  5111°
JANUARY
Ocean 6418°
7423°  5412°
FEBRUARY
Ocean 6518°
7725°  5814°
MARCH
Ocean 6719°
8127°  6217°
APRIL
Ocean 7323°
8630°  6820°
MAY
Ocean 7826°
8932°  7323°
JUNE
Ocean 8228°
9133°  7423°
JULY
Ocean 8530°
9133°  7524°
AUGUST
Ocean 8730°
8932°  7323°
SEPTEMBER
Ocean 8529°
8529°  6719°
OCTOBER
Ocean 8228°
7926°  6016°
NOVEMBER
Ocean 7524°
7423°  5412°
DECEMBER
Ocean 6921°

FAQ

How many vacation rentals are there in/around Siesta Key?

There are 174 Siesta Key vacation rentals available on FloridaRentals.com. From condo rentals to apartment rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Siesta Key?

There are vacation rentals available in Siesta Key for as low as $157 per night with an average price per night of $367.

Can I find a vacation rental in Siesta Key?

Yes, you can find vacation rentals in Siesta Key close to Sieta Beach, Turtle Beach and Crescent Beach. Don't forget to stop in to Point of Rocks or Siesta Farmer's Market.

Do any vacation rentals in Siesta Key have a pool?

Yes, there are 89 vacation rentals with a pool in Siesta Key on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Siesta Key vacation rentals on the ocean?

There are 43 oceanfront rentals in Siesta Key available on FloridaRentals.com. Use our filters to search and book yours today!