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Sarasota Area Rentals

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From $335 per night (USD)
VRBO
581 Yardarm Lane by FGC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft a ...
From $335 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Beachplace 4 - 304 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful beachview unit on the 3rd floor with lake view and Gulf views. Beautifully appointed 2 bedroom, 2 bath unit w ...
From $214 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Wellen Park Golf Condo Balcony, Golf View - Pool -
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Imagine enjoying a glass of fine wine on a private balcony, marveling at the spectacular views of a championshi ...
From $146 per night (USD)
VRBO
From $241 per night (USD)
Expedia
The Beach Bus - Skoolie Camping!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the Beach Bus! Embark on a one-of-a-kind adventure where the nostalgia of schoolyard memories meets the tranq ...
From $241 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Crescent Paradise - Steps to Beach Oversized Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled just steps from the powdery white quartz sands of Siesta Key Beach, this spacious 3,000 sq. ft. rental offers th ...
From $500 per night (USD)
VRBO
From $921 per night (USD)
Expedia
Coastal Escape in Sarasota – Siesta Key Beach & Kayak-Friendly Sandbar
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Siesta Key Escape – Kayak to a Hidden Sandbar & Explore in Style! Discover the perfect blend of relaxation, adventure, a ...
From $921 per night (USD)
Expedia
From $521 per night (USD)
VRBO
High-end 4-bedroom home with detached guest house downtown Sarasota!
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Completely remodeled with high-end finishes, this 4-bedroom, 3.5-bath home is the ideal luxury vacation accommodation. D ...
From $521 per night (USD)
VRBO
From $848 per night (USD)
Expedia
Hyatt Residences on Siesta Key Beach with guaranteed water view
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this delightful 3-bedroom gem on the beach in Siesta Key. This charming condo features 2 king beds and 1 queen ...
From $848 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Brand new 2 Bedroom/ 2 Bath Condo with Country club membership
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this brand new 2-bedroom condo in Venice. Master bedroom has an adjustable king bed, Cable TV, walk in clos ...
From $188 per night (USD)
VRBO
From $196 per night (USD)
Expedia
5239 Avenida Navarra in Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Quaint 1 bedroom bungalow with Murphy Bed that folds into the wall during the day providing additional living ...
From $196 per night (USD)
Expedia
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VRBO
Relaxing Family Getaway – Heated Pool & Spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a stylish experience at this centrally-located Discover the perfect vacation retreat in the heart of Sarasota! Thi ...
Click For Pricing
VRBO
From $132 per night (USD)
Expedia
Charming 2-bedroom Bird Bay condo with pools, fitness room, tennis in Venice
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience Venice like a local in this 2-bedroom, 2 bath condo. Recently updated. The space offers a primary with a kin ...
From $132 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Midnight Cove 2 #310F
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: ENJOY THIS SOUGHT AFTER GROUND FLOOR BAY VIEW UNIT WITH LARGE SCREENED LANAI OVERLOOKING THE CANAL. 2 TV'S W ...
From $338 per night (USD)
VRBO
From $1009 per night (USD)
Expedia
St. Regis #507: 1 BR, 1.5 BA Condominium in Longboat Key, Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natu ...
From $1009 per night (USD)
Expedia
From $848 per night (USD)
VRBO
Hyatt Residences on Siesta Key Beach. 1st class unit with guaranteed water view.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this delightful 3-bedroom gem on the beach in Siesta Key. This charming condo features 2 king beds and 1 queen ...
From $848 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Newly Renovated 2-bedroom condo, walking distance to the Gulf AC/Pool/Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover this delightful 2-bedroom gem at Manasota Beach. This condo features 1 king bed and 1 queen bed, perfect for a ...
From $315 per night (USD)
Expedia
From $88 per night (USD)
VRBO
2 Mi to Venice Beach: Home w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
55+ Country Club Estates Community | Near Bike Paths Settle in and stay awhile at this 2-bedroom, 1.5-bath vacation ren ...
From $88 per night (USD)
VRBO
From $1491 per night (USD)
Expedia
Large, Resort-Like Pool Home. Walk to Lido Beach and St. Armand's Circle.
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Exclusive Beachfront Location: *Dream Island is located on Lido Key, offering direct access to a beautiful coastal setti ...
From $1491 per night (USD)
Expedia
From $234 per night (USD)
VRBO
2Bd 2Ba Get Away In The Prestigious Meadows Community! Golf, Tennis, and More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the Ultimate Sarasota Vacation in This Stunning Rental Home Escape to the fabulous Florida lifestyle with th ...
From $234 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Charming 3-bedroom cottage with 2-minute walk to Siesta Key beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your Siesta Key adventure begins at this 3-bedroom cottage. With a king bed, queen bed, and twin bed, this brilliant pro ...
From $436 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Charming 3-bedroom condo with WiFi, AC in tranquil Osprey
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Edgewater at HIDDEN BAY COMMUNITY, offering luxurious waterfront living. This 3 bedroom 2.5 bath waterfront c ...
From $188 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Cozy 2-bedroom mobile home in marvelous Nokomis with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your Nokomis adventure begins at this superb 2-bedroom mobile home. With a cozy king bed and a fun bunk bed, guests will ...
From $108 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Spacious 3BR SWFL Retreat: Cowboy Pool & Sunshine Awaits
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in North Port, this delightful house boasts 3 cozy bedrooms - one with a king bed, one with a queen bed, and one ...
From $213 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Enjoy Two Pools, Tennis Courts, and Siesta Key Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Harbor Towers 420 by Tropical Sands Accommodations 5855 Midnight Pass Rd #420, Sarasota, Florida Welcome to Harbor Towe ...
From $304 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Lido Beach Renovated House by Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW PROPERTY Dreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedr ...
From $379 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Cozy Escape Near Beach, Fire Pit & BBQ Nights
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
- Private fenced yard perfect for lounging or letting pets play freely - Bright, beach-inspired space with modern furnis ...
From $276 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Calm Japandi Retreat with Patio, Near Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
- Unwind in a tranquil Japandi-style apartment with calm, minimalist design - Just steps from the hospital and walkable ...
From $206 per night (USD)
VRBO
From $407 per night (USD)
Expedia
10 minutes to Mineral Springs w/large Pool and Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
The North Port retreat is a spacious fully renovated home which has been lovingly designed and furnished with your comfo ...
From $407 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Saltwater Pool, Pet Friendly, Grill and Picnic Table - A Time for Paws - Roelens Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A Time for Paws A Pet-Friendly Poolside Retreat in the Heart of Venice! Welcome to A Time for Paws, a delightful haven ...
From $210 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Beautiful 3-bedroom, 2-bathroom house with WiFi and AC in downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Sarasota retreat! This stylish and sun-filled home. Whether you’re here for business, a beach getaway, o ...
From $263 per night (USD)
Expedia
From $1206 per night (USD)
VRBO
Lido Luxe Estate: Large Rental Steps to the Beach with Pool, Spa, Outdoor Games
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Lido Luxe Estate by Lido Key Vacations 540 S Polk Dr, Sarasota, Florida Minimum stay duration of 7 days/nights Welcome ...
From $1206 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Siesta Key Beach Gulf Views 2 Bed 2 Bath Walk to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy stunning panoramic views of the Gulf of Mexico and Siesta Key Beach from this 5th floor spacious condo. Unit 5B, i ...
From $357 per night (USD)
Expedia
From $282 per night (USD)
VRBO
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
2
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 $423 per night (USD)
Expedia
Beachfront Penthouse with Gulf Views in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This stunning condo sits high above Siesta Beach with sweeping views of the Gulf and Sarasota Bay. Enjoy modern ...
From $423 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Updated Two Bedroom Two Bath at White Sands Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our stunning two bedroom, two bath condo nestled in the serene community of White Sands Village. With a minim ...
From $188 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Cozy Cottage with Screened in Porch, Patio & Grill - Close to Top Attractions!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sunny Sarasota Escape | Private Patio, Lanai, Near Legacy Trail & Beaches Welcome to your home-away-from-home in sunny ...
From $186 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Philippi Creek Home Close to Siesta Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
This home lies on Philippi Creek, setting the tone for a perfect getaway with your partner, friends, or family! Located ...
From $604 per night (USD)
VRBO
From $618 per night (USD)
VRBO
Charming spacious 3-bedroom house walking minutes from Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a soothing stay at this 3-bedroom house in Siesta Key, a very short walking distance from the beach. The bedrooms ...
From $618 per night (USD)
VRBO
From $146 per night (USD)
VRBO
Cozy Home with a Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience joy and comfort in our 3 BR, 2 BA newly furnished home, located in a quite neighborhood. Leave your stress be ...
From $146 per night (USD)
VRBO
From $110 per night (USD)
Expedia
Newly furnished and professionally decorated 2 bed / 2 bath condo in The Meadows
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in this beautiful 2 bedroom, 2 bathroom condo in one of the most sought after areas of Sarasota. Situated in The ...
From $110 per night (USD)
Expedia
From $855 per night (USD)
VRBO
Luxurious Oceanfront Sanctuary - St. Regis Resort, Longboat Key - Serenity Oasis
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome Serenity Oasis! Professionally managed by Gulf Coast Vacation Rentals. Your paradise at The Residences at the St ...
From $855 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Cozy Coastal Retreat By Venice Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax in this cozy beachside retreat just minutes from Nokomis Beach! Perfect for couples or families, our home offers c ...
From $300 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Tiny House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this house your home away from home while you visit Sarasota. This wonderful property features 1 bedroom with a ...
From $125 per night (USD)
VRBO
From $2609 per night (USD)
Expedia
New-Siesta Key Luxury/60ft Water Slide-Swim-Up Bar/Spa/Theatre Room/Air Hockey
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2609 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Family fun amenities for all ages!Two bedroom ,sleeps 6, pet friendly ,relaxing.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover the beauty of Sarasota from this fantastic 2-bedroom unit. With 2 queen beds and a cozy living room with a sofa ...
From $211 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Cheerful 3 Bedroom Home with Pool-No pets Please!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just a short drive to several beautiful beaches, close to downtown with many restaurants, two state parks to check out, ...
From $250 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Modern 1/1 Bungalow Apt in Laurel Park, Walk to Downtown, Bay & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Madison Bungalow is a stylish well-equipped 1 bed/one bath apartment, located in the heart of downtown Sarasota, within ...
From $114 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Streamlined & Chic Getaway Studio in Amazing Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to this quaint studio centrally located place in picturesque Sarasota. Unbeatable location only 15 minutes to Dow ...
From $183 per night (USD)
Expedia
$Gulf Coast Paradise: 3/2 Beach Retreat with Pool & Family Amenities\$
From $301 per night (USD)
VRBO
Gulf Coast Paradise: 3/2 Beach Retreat with Pool & Family Amenities\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come relax at our beautiful, newly updated beach house on the stunning Gulf Coast! Enjoy nearby Siesta Key Beach, famous ...
From $301 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Sweet Escape Pool Home, Venice Fl
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape realty in this beautiful 3 bedroom, 3.5 bathroom pool home in Venice, Florida. Just a short drive to Venice beach ...
From $382 per night (USD)
Expedia
From $115 per night (USD)
VRBO
2-bedroom NEW First Floor Condo w/ Den in Wellen Park Golf & CC w/Two Lanais.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Discover this 2-bedroom New Condo in Wellen Park. This amazing condo features 1 king bed and 1 queen bed. The Den has a ...
From $115 per night (USD)
VRBO
From $1034 per night (USD)
Expedia
COASTAL LUXURY WITH GULF-FRONT VIEWS: Residence 603
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Residence 603: - Direct Beachfront Water View . Experience the ultimate beachfront getaway in this beautifully designed ...
From $1034 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Charming 2-bedroom house in superb Sarasota with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Modern Sandbar | Your Mid-Term Luxury Oasis in Sarasota Discover The Modern Sandbar, a contemporary, fully furnished ...
From $301 per night (USD)
VRBO
From $157 per night (USD)
Expedia
NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to coastal luxury at this brand-new 3BR/2BA home in a quiet and private, resort community just a few minute's dri ...
From $157 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Fun Tides on Wooden Skiff with Pool and Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Fun Tides on Wooden Skiff! Discover the perfect waterfront retreat at this beautiful 3-bedroom, 2.5-bath sea ...
From $357 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Beautiful 5th Floor Condo with Beach & Bay Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*** Please note that Bay Tree Club requires minimum rental periods of 30 days from January 1 through April 30, or the m ...
From $219 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Charming 1-bedroom apartment in the heart of Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This wonderful apartment in Sarasota is the perfect home base for your trip. With a cozy bedroom featuring a queen bed a ...
From $162 per night (USD)
VRBO
From $777 per night (USD)
Expedia
4-bedroom, 3.5 bath house w/Pool, AC, WiFi in Siesta Key; 1 mile from Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Unwind in Siesta Key at this lovely house. With 4 bedrooms including 1 king bed, 4 twin beds, and a crib, guests will fi ...
From $777 per night (USD)
Expedia
From $504 per night (USD)
VRBO
St Armands Key Walk to Beach - 3 Bedrooms 4+ Bathrooms Private Heated Pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Roomy contemporary single family home in the heart of St. Armand's Key available for monthly rental with discounts for l ...
From $504 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Charming 1-Bedroom Villa - Beach Access and Boat Docks
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to Paradise on Casey Key! This charming 1-bedroom, 1-bath furnished apartment offers all the comforts of home — j ...
From $170 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Tropical home with in ground pool and large private backyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The Hibiscus House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $331 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Anchorage Resort 8th Floor Condo in Siesta Key with Resort Amenities and Private Beach Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Anchorage Resort on Siesta Key - Includes Resort Amenities and Private Beach Access! Our 2 bedroom, 2 bathroom, pri ...
From $289 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Seabreeze Serenity: Coastal Luxury Retreat with Pool & Spa Steps from Lido Beach & St. Armands
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴Seabreeze Serenity: Lido Key Poolside Paradise, your private slice of coastal luxury—steps from Lido Beach & St. Arman ...
From $590 per night (USD)
VRBO
From $906 per night (USD)
Expedia
Casa Blanca: 4-Bedroom Monthly Rental Near Beach with Pool, Gym, and Movie Room!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Blanca by Siesta Key Luxury Rental Properties 5235 Siesta Cove Dr, Siesta Key, Florida Welcome to Casa Blanca, a s ...
From $906 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Bay Views from a Condo in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Enjoy panoramic views of the Gulf and Sarasota Bay from this beautifully furnished condo in the heart of Longbo ...
From $423 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Bayfront Condo with Breathtaking Views in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Enjoy sweeping 15th-floor views of Sarasota Bay and the Gulf from this beautifully updated 2-bedroom, 2-bath co ...
From $423 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Upscale private pool home close to beach, bike trails and downtown Venice.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover this 3-bedroom gem in Nokomis, Fl convenient to Nokomis Beach, Venice Beach and downtown Venice.. This wonderfu ...
From $242 per night (USD)
VRBO
From $566 per night (USD)
Expedia
3-bedroom house near Siesta Key Beach with WiFi, AC. Live the Florida dream!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Siesta Key Beach Getaway - Relax and Unwind in Your Sarasota Home. Spacious 3BR/3BA home near Siesta Key Bea ...
From $566 per night (USD)
Expedia
From $173 per night (USD)
VRBO
3 Mi to Beach: Delightful South Venice Retreat!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Backyard Oasis | Complimentary Bicycles | Themed Rooms Book '58 Flamingos Resort Home' for your next extended stay in V ...
From $173 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Salt & Soak Retreat near Venice Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coastal Comfort Near Venice Beach & Lemon Bay Preserve Welcome to your perfect Florida getaway! This beautifully appoin ...
From $188 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Modern home near the beach with heated pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful place to stay. The 3 bedroom and 2 bath home located only 5 min drive or 1 ...
From $581 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Siesta Key Paradise | Vacation Pool Home, Near Beach, Restaurants & More
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to Siesta Key Paradise! This great 4-bedroom and 2-bath, heated pool home is the perfect beach vacation getaway ...
From $488 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Canal-Front Home w/ Private Dock in North Port!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Dog Friendly w/ Fee | Al Fresco Dining | BBQ Ready | Sunset Views Get back to nature with a stay at this 2-bedroom, 1-b ...
From $129 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Bright, airy and centrally located with fenced yard, dog friendly, close to Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sapphire Shores Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $230 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Sarasota family friendly house close to Seista Key beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this enchanting house in picturesque Sarasota. This cozy retreat features 3 bedrooms - 2 queen beds, 1 bunk be ...
From $305 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Harbor Towers Yacht & Racquet Club- Ground Floor 2 Bedroom/2 Bath private hot tub condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
THE SIESTA SUITE — Ground Floor Unit #103 Plain and simple, Harbor Towers' Siesta Suite features all the comforts of h ...
From $407 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Silver Palm Retreat w/ Pool, Game Room, Modern Kitchen – Walk to Gulf Gate Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Silver Palm Retreat – Pool, Game Room & Walkable Location Welcome to Silver Palm Retreat, your ideal Sarasota escape lo ...
From $344 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Near The Beach, Heated Pools, Clay Tennis Courts... Vacation in Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Upgraded Harbor Towers Yacht & Racquet Club 2 bedroom/2 bath condo! This is a modern upgraded condo. In the master b ...
From $280 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Cozy condo in charming Sarasota Siesta key with boat dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the cozy condo! This 1 bedroom 1 bath rental offers everything you could dream of and more. Located just 300 ...
From $315 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Spacious 3-bedroom coach home in Wellen Park Golf and Country Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to this newly built upstairs 3-bedroom unit with all the amenities for a terrific vacation at the Wellen Park Go ...
From $136 per night (USD)
VRBO
From $309 per night (USD)
VRBO
Tranquil Pool Home Near Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to this peaceful 3-bedroom, 2-bathroom pool home, offering the ideal retreat just minutes from the world ...
From $309 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Charming 2-bedroom condo in fabulous Longboat Key with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Longboat Key, this delightful condo offers 2 bedrooms with 1 queen bed and 1 king bed. The 2 bathrooms are eq ...
From $459 per night (USD)
Expedia
From $4936 per night (USD)
VRBO
Vacationers Paradise-2 Luxury Homes-60ft Slide-Golf Sim-Sport Court-Sleeps 36
Bedrooms:
14
Bathrooms:
12
Sleeps:
36
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $4936 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Casa de Flores is an updated, charming, old Florida rambler w/ salt water pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, location, location! Welcome to your home away from home in beautiful Arlington Park. This charming 2800 square ...
From $391 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Chic Sapphire Shores, Heated Pool, Minutes to Beaches & Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Chic Sarasota Retreat in Scenic Sapphire Shores Prime Location Near Sarasota Hotspots *Minutes to Downtown Sarasota, S ...
From $340 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Gorgeous remodeled Executive 2 bed/bath home 4 miles to Siesta Key/Turtle beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous completely remodeled 2 bedroom 2 bath house only 4 miles to Siesta Key public beach and Turtle beach! Close to ...
From $127 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Moonlight Villa w/ Hot Tub, Pool, Turf Yard!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
BNB Breeze Presents: Moonlight Villa! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes a ...
From $382 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Waterfront home with pool, dock accessible to Gulf, dog friendly with AC & WD
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Fishing on Sunshine Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $380 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Charming Coastal Retreat with Kayaks and Water Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This charming coastal cottage is newly renovated and professionally designed. The kitchen is fully stocked with everythi ...
From $185 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Spend Next Winter in Paradise in Your Very Own 3 Bedroom Condo at The Landings!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise! Spend your next winter season in sunny Florida in this bright, tastefully decorated 3-bedroom corne ...
From $166 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Charming 3-bedroom house with pool and WiFi in North Port in amazing community
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway in beautiful North Port, Florida! This charming 3-bedroom, 3-bathroom house offers the i ...
From $286 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Warm Mineral Springs Paradise in serene North Port
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This enchanting house in North Port. Conveniently located, minutes away from the famous Warm Mineral Springs Park and We ...
From $200 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Charming 2-bedroom condo with WiFi, AC, across the street from Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful siesta key Siesta Key, at this 2-bedroom condo. This awesome property features a king bed and a twin bed, perf ...
From $400 per night (USD)
VRBO
From $784 per night (USD)
Expedia
Spacious 4-bedroom house, 6 Beds, Screened In Heated Saltwater Pool, Arcades
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Discover this 4-bedroom gem in Sarasota. This serene house boasts 3 king beds, 1 twin bed, and 1 full bed, perfect for a ...
From $784 per night (USD)
Expedia
From $257 per night (USD)
VRBO
5 Mi to Beach: Family Retreat in Sarasota!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
0.5 Mi to Bay Access | BBQ Ready | Remote Work Friendly | Walk to Kayak Launch Whether planning a beach getaway or a ge ...
From $257 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Sun-filled cottage with pool, walk to beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Escape to Palm Cottage—a cozy coastal retreat perfect for families or couples. Enjoy a private pool with a hot ...
From $380 per night (USD)
Expedia
From $207 per night (USD)
VRBO
2/2 Condo in Sarasota w/ heated pool, gym, lake view, fiber WiFi. < 5 mi beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this lakefront 2/2 condo in a beautifully kept gated community! It’s PERFECTLY located in Sarasota — Easy and q ...
From $207 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Beautiful Home - Brand New - with Resort Lifestyle! 10 minutes from Siesta Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly built home in Talon Preserve with resort style living in the south end of Palmer Ranch. Talon Preserve features a ...
From $190 per night (USD)
Expedia
From $378 per night (USD)
VRBO
3bed Beachview condo w/ 3 pools on Siesta!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful views of Siesta Key's power white beaches from this 3-bedroom condo at Gulf and Bay Club. Relax on your large ...
From $378 per night (USD)
VRBO
From $559 per night (USD)
Expedia
2B/2B Siesta Key Gulf-Front Condo Spectacular Views private beach-2/7/26-2/14/26
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy Your Stay at Sandpiper Beach Club – A Boutique Gulf-Front Escape Welcome to Sandpiper Beach Club, an exclusive re ...
From $559 per night (USD)
Expedia

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