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From $164 per night (USD)
VRBO
Charming 3/2 Home W/Saltwater & Heated Pool Near Several Beautiful Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our charming North Port home is decorated with guests in mind! House features modern finishes but warm and inviting furn ...
From $164 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Resort living. Huge pools and Hot Tubs. WaterSlide. 20-30 minutes to 4 beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
January - March there is a 3 month minimum. Located in a central and quiet area of the park. Take a walk to the butterf ...
From $250 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer th ...
From $297 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Steps From Siesta Key Beach! 1BR w/ Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes ...
From $313 per night (USD)
Expedia
From $1388 per night (USD)
VRBO
Beach Dream | Home w/ Ocean Views, 2 Private Pools, Rooftop Lookout and Steps to Siesta Key Beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
22
🩴 Beach Dream | 6BR with Rooftop Patio, Two Private Heated Pools and a 2-Min Walk to Siesta Key Beach 💖 Why You'll Lo ...
From $1388 per night (USD)
VRBO
From $744 per night (USD)
Expedia
Crystal Sands | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
🌴 Crystal Sands | Steps to the Sand Rooftop Sunset Views & Modern Poolside Escape 💖 Why You'll Love This Home Just 2 ...
From $744 per night (USD)
Expedia
From $790 per night (USD)
VRBO
Silver Shore | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
🌴 Silver Shore | Modern Escape, Rooftop Deck, Pool & Across from Siesta Key Beach 💖 Why You'll Love This Home From mo ...
From $790 per night (USD)
VRBO
Click For Pricing
Expedia
Ocean view Longboat Key condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 BR/2 BA spacious condo timeshare at the Veranda Beach Club in Longboat Key with Gulf of Mexico views from the balcony. ...
Click For Pricing
Expedia
From $344 per night (USD)
VRBO
Horizons West #C-4 - A Lovely 2 Bedroom 2 Bath Beach Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully updated and furnished with all the comforts of home, this 2 bedroom/2 bath villa is just steps from the beac ...
From $344 per night (USD)
VRBO
From $233 per night (USD)
Expedia
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)
Expedia
From $72 per night (USD)
VRBO
2/2 Vaulted Ceiling 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate ...
From $72 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $411 per night (USD)
Expedia
From $2188 per night (USD)
VRBO
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!
Bedrooms:
8
Bathrooms:
10
Sleeps:
26
Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodat ...
From $2188 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Now with private Wifi. Unit 304, a Two Bedroom, One Bath Condo has a screened in lanai perfect for enjoying your breakf ...
From $288 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Walk to Siesta Beach, Restaurants, Shopping &More!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're on the Beach, at Restaurants ...
From $168 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Siesta Key 2BR 1Bath unit COZY Barefoot Bungalows 1500 ft from beach access#3
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2 Bedroom, 1 Bath first floor “COZY” cottage is just 1500 feet from Beach Access #3. Siesta Key Village is 2 block ...
From $268 per night (USD)
Expedia
Click For Pricing
VRBO
beachfront condo on 6th floor of the longboat key club resort !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For Pricing
VRBO
From $90 per night (USD)
Expedia
Ground unit Pool 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 6 guests and features views of the fairway on Pla ...
From $90 per night (USD)
Expedia
From $282 per night (USD)
VRBO
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
From $282 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Peaceful Setting, on the water of Little Sarasota Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropical Breeze is a 1 bedroom 1 bath apartment on the first floor of a 4-plex apartment building. The apartment is no ...
From $211 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Cozy condo .Beach , warm pool, great location….
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the landscaped side of the complex, you will hear a soothing waterfall right from your tropical patio! The apartment ...
From $132 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for a family vacation or a romantic getaway. Gorgeous 2 bedroom, 2 bath condo at the luxurious Crystal Sands res ...
From $434 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Luxury Lemon Bay 4 BR villa with pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious 2156 square feet large and unique villa is set close to Manasota Beach and offers you 4 bedrooms and 3.5 b ...
From $235 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Beautiful Siesta Key- Drop your bags and head to the White Sandy Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Number 201, with recent updates, is a beautifully situated spot to enjoy the comforts of home, while you are away from h ...
From $254 per night (USD)
Expedia
From $650 per night (USD)
VRBO
The Birdhouse | Private Siesta Key Home w/ Heated Pool, Screened-In Patio, Minutes Away From Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Birdhouse: Your Serene Siesta Key Beach Retreat Nestled just 1.5 miles from the world-famous Siesta Key ...
From $650 per night (USD)
VRBO
From $354 per night (USD)
VRBO
🦀 Waterfront house with dock & heated pool 🦀 1 mile from Siesta key 🌴
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bring your boat ! Sandy Crab Retreat is a fresh, clean beach house located on Philippi Creek! Newly updated three bedroo ...
From $354 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Paradise Palms • Heated Screened Pool • Family-Friendly • Near Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise Palms, your Sarasota getaway designed for families, friends, and beach lovers. This 3-bedroom, 2-ba ...
From $319 per night (USD)
VRBO
From $816 per night (USD)
Expedia
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PARADISE begins here in this spacious 4 story duplex with private elevator. Accommodation for your entire stay with spac ...
From $816 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Large Venice townhome plenty of space community pool, 15 minutes from 3 beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious new 3 bedroom townhome in Venice. Perfect for a long family vacation or snowbirds. All bedrooms are upstairs ...
From $167 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $170 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Cozy Coastal Siesta Key Villa 2BR Cottage w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Property Siesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesia ...
From $321 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedrooms, 2 full bathrooms, - BEACHFRONT SIESTA DUNES - Siesta Key Beachfront Vacation Rental Condo on Crescent Beac ...
From $226 per night (USD)
Expedia
From $241 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $241 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Walk to Beach: Condo w/ Pool & Patio In Sarasota!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heated Community Pool | Walking Distance to Beach | Family Friendly | Remote Workers Welcome If an outing to a bustling ...
From $210 per night (USD)
VRBO
From $1720 per night (USD)
VRBO
Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View
Bedrooms:
8
Bathrooms:
8
Sleeps:
22
Surf View by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Gather your family for an unforgettable reunion ...
From $1720 per night (USD)
VRBO
From $1636 per night (USD)
Expedia
Huge Yard with Heated Pool, Steps to Beach - The Pool House
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
The Pool House by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to The Pool House, a gorgeou ...
From $1636 per night (USD)
Expedia
From $2044 per night (USD)
VRBO
Home with Gulf Views, Private Heated Pool, Spa, Game Room - Sunset View
Bedrooms:
5
Bathrooms:
8
Sleeps:
25
Sunset View by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sunset View, a spectacular ...
From $2044 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Perfect for Families, Steps to Siesta Key Beach and Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fins Up by Siesta Key Luxury Rental Properties Duplex in Siesta Key, FL Perfect for Families! Amazing 3 bedroom, 2 bat ...
From $546 per night (USD)
Expedia
From $1771 per night (USD)
VRBO
3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf
Bedrooms:
5
Bathrooms:
8
Sleeps:
25
Sunset Gulf by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Discover your dream beach retreat at S ...
From $1771 per night (USD)
VRBO
From $1891 per night (USD)
Expedia
Siesta Home with Pool & Waterslide - Sunset Splash
Bedrooms:
7
Bathrooms:
8
Sleeps:
23
Sunset Splash by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Sunset Splash! This legendary gr ...
From $1891 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Tiny House Flamingo - free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Flamingo once was occupied as a permanent residence and now resides with us at Tiny House Siesta. Master bedroo ...
From $160 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bimini Breeze by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Less than a block away from Siesta Key Vill ...
From $683 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Steps to Beach. Shared Pool Pet/Family Friendly. Parking Incl.
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Island Sun by Siesta Key Luxury Rental Properties 559 Beach Rd B Siesta Key, Florida Welcome to Island Sun, a gorgeous ...
From $572 per night (USD)
VRBO
From $800 per night (USD)
Expedia
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Aruba by Siesta Key Luxury Rental Properties Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacat ...
From $800 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Charming 2BR Villa in Polynesian Gardens – Steps from Dock, Community Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Property Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, loc ...
From $365 per night (USD)
VRBO
From $1434 per night (USD)
Expedia
Perfect Location. Private Heated Pool/Spa w/ Waterslide
Bedrooms:
6
Bathrooms:
7
Sleeps:
19
At A Glance • 6-minute walk from the beach • Private pool, hot tub, and waterslide • Dog-friendly with host approval p ...
From $1434 per night (USD)
Expedia
From $1531 per night (USD)
VRBO
Heated Pool/Spa w/ Waterslide. Rooftop Deck w/ Gulf Views. Water/Dock Access
Bedrooms:
6
Bathrooms:
8
Sleeps:
22
Aloft on Canal by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Aloft on Canal! This luxurious ...
From $1531 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Cozy and stylish house with wooded view in North Port, Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Gorgeous fully furnished 3 bedroom 2 full bathroom house, highly desired North Port Area!Tropical and beach atmosphere a ...
From $205 per night (USD)
Expedia
Click For Pricing
VRBO
Crystal Sands Tower Unit 901 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
Click For Pricing
VRBO
From $152 per night (USD)
Expedia
Tiny House Seashell - tiny living at the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our smallest Tiny House yet and on a private area of our property! It's tucked away in a fenced in area. Can yo ...
From $152 per night (USD)
Expedia
From $1950 per night (USD)
VRBO
Tropical Oasis | Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village!
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
🌴 Tropical Oasis | Private Pool, Spa + Walk to Siesta Beach 💖 Why You'll Love This Home Tucked behind swaying palms, ...
From $1950 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Venice Vacation Rental with backyard lakefront
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Fully furnished Seasonal rental. The house is an updated 3 bath 2 bedroom with 1763 sq. ft. of living area. The home h ...
From $181 per night (USD)
Expedia
From $318 per night (USD)
VRBO
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $318 per night (USD)
VRBO
Click For Pricing
Expedia
Spectacular 8th FL panoramic views of the Gulf of Mexico and Downtown Sarasota
Bedrooms:
3
Bathrooms:
3
Sleeps:
2
Gulf front panorama from this lovely 8th floor spacious condo available for $6,000/month starting January 1, 2021 (a 3-m ...
Click For Pricing
Expedia
From $230 per night (USD)
VRBO
Poolside Oasis with heated pool-7 min to beach-2 King beds
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Poolside! Our 2-bedroom 2-bathroom vacation home located just 7 minutes away from Manasota Beach. Other b ...
From $230 per night (USD)
VRBO
From $817 per night (USD)
Expedia
Unbeatable Ocean Views from Multiple Rooms and Balcony, Private Beach | Free Excursion
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $817 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Centrally Located Charming Beach Suite in Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your private guest suite in the heart of Sarasota - just minutes from Siesta Key, St. Armands Circle, and the ...
From $146 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Siesta Dunes Modern Condo | Private Beach | Heated Pool | Ideal Location | Ask about Free Activities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $383 per night (USD)
Expedia
From $1711 per night (USD)
VRBO
Resort Style Backyard! Private Dock and Beach Views! - Sea Spray
Bedrooms:
6
Bathrooms:
8
Sleeps:
22
Sea Spray by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sea Spray! This eight-bedroom a ...
From $1711 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Located on Venice Island - Totally Remodeled Condo - 4 Blocks to the beach/town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Totally remodeled 2BR/2BA condo on the second Floor of a 2 story complex. All brand new Furniture. Perfect location on t ...
From $173 per night (USD)
VRBO
From $1121 per night (USD)
VRBO
Tropical Getaway, Private Heated Pool, Fire Pit, Walk to Beach & Village!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to paradise at this beautifully appointed 4-bedroom, 3.5-bath vacation home in the heart of Siesta Key! With over ...
From $1121 per night (USD)
VRBO
From $403 per night (USD)
Expedia
🌴💦 Fresh & updated 2/2 Siesta Key Condo~Fast WiFi, Pool, Private beach access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to 𝗣𝗮𝗹𝗺 𝗩𝗶𝗲𝘄 at Siesta Dunes! Kick off your shoes, grab a drink and enjoy the palm view (our condo's nam ...
From $403 per night (USD)
Expedia
Click For Pricing
VRBO
2 bedroom Condo, Bird Bay Village. REMODELED NEW NEW NEW
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 BR 2 BA, has a beautiful screened in lanai! NEW almost everything! New floors, paint, vanities, ALL new furniture, A ...
Click For Pricing
VRBO
From $221 per night (USD)
Expedia
Florida's #1 Beach's Nearby!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this newly 3/2 renovated home in sunny Sarasota Florida! This home features a modern style with a cozy feelin ...
From $221 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Unwind and reconnect at this beautifully updated vacation home in Sarasota! Perfect for families, this 2-bedroom, 2-bath ...
From $191 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Find Your Happy Place on Siesta Key, Crescent Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 (five) day minimum stay. Immaculate Beach villa on beautiful Crescent Beach on #1 rated Siesta Key, Sarasota, Fl. Ful ...
From $433 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $249 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Resort-style amenities at Harbor Towers | Walk to Siesta Key Beach | Views of the Bay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $175 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Private Beach 1 Block To Lido Beach. 1/2 Mile St. Armand Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $428 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Anchorage 305 - Siesta Chillin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Prog ...
From $316 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Anchorage 504
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $382 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Anchorage 204
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $353 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Anchorage 905
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $382 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Anchorage 406
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $289 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Anchorage 507
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $363 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Anchorage 405
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your tropical paradise awaits you in this beautiful 2-bedroom 2-bathroom home located in beautiful Siesta Key. Just a sh ...
From $316 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Anchorage 704
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $355 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Anchorage 403
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium facing the Gulf of Mexico in be ...
From $367 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Anchorage 807
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Anchorage unit 807 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 square foot 2 b ...
From $378 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Anchorage 711
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
We invite you to stay in our spacious 2,400 square foot 3 bedroom 2.5 bathroom condominium at The Anchorage Yacht and Te ...
From $550 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Anchorage PH-6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse Unit with Sweeping Views of the Gulf of Mexico and the Inter-Coastal Waterway We invite you to stay in our sp ...
From $391 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Crystal Sands Tower Unit 706 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $535 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Modern & Cozy Home, close to beach & Dearborn St!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful, cozy, modern and recently renovated home!! Only 7 min drive to Manasota Key beach, 1 mile from Dearborn Stre ...
From $185 per night (USD)
VRBO
Click For Pricing
Expedia
Steps to Gulf of Mexico
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Walk to the Gulf of Mexico which is just a half block away. Three blocks to downtown Venice where you will find shopping ...
Click For Pricing
Expedia
From $209 per night (USD)
VRBO
Perfect location! Beautiful! Clean! Heated swimming pool! 
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come stay in this 768 sq. ft, 1 bedroom, 1 bathroom condominium with a quiet,private,fenced in backyard. Beautiful new t ...
From $209 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)
Expedia
From $625 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $625 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Lido Key Villa! Walk to Beach, St. Armand's Circle, Heated Pool, & Perfect Location!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $282 per night (USD)
Expedia
From $629 per night (USD)
VRBO
Beach front paradise located in a Condo Building Beach front Penthouse!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. ...
From $629 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $480 per night (USD)
Expedia
From $241 per night (USD)
VRBO
A Bayside Treasure - Outstanding Waterfront Views!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated ...
From $241 per night (USD)
VRBO
From $121 per night (USD)
Expedia
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $121 per night (USD)
Expedia
From $1895 per night (USD)
VRBO
Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook
Bedrooms:
9
Bathrooms:
8
Sleeps:
18
Ocean Overlook by Siesta Key Luxury Rental Properties Home in Sarasota, Florida Your dream vacation awaits at Ocean O ...
From $1895 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Turtles and Toes is a peaceful and relaxing refuge that will refresh your mind and soul. The 600 square foot updated and ...
From $397 per night (USD)
Expedia
From $371 per night (USD)
VRBO
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, ...
From $371 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Upscale Hidden Jewel 2 miles to Nokomis Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is the place for you if you like tranquility, but close to the beach and walking distance to restaurants. Our place ...
From $321 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Condo Close To The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wow! Come check out this beautifully remodeled condo in the heart of Venice. This luxury condo boasts 2 bedrooms and 2 b ...
From $95 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Anchorage 208
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $316 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Anchorage 207
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $362 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Cozy South Venice Coastal Getaway – 10 Minutes from sandy beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your coastal escape in South Venice, Florida! This charming beach house offers the perfect blend of relaxatio ...
From $193 per night (USD)
Expedia

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