Sarasota Vacation Rentals

(91 rentals)
Topsail Cottage

4 BR | 4 BA | Sleeps 12 | Quick View

$260

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Welcome to Topsail! Our newly constructed luxury cottage has all the amenities your group [up to 12] can fathom. Inside you’ll enjoy travertine flooring throughout the entire three-story building, garden soaking tub in the master, new appliances, oversized washer/dryer, granite countertops, and ...

View all property information

Property Type

Sarasota House

Show less

Tropical Pool Home Near Siesta Key, Pet Friendly! POOL

2 BR | 2 BA | Sleeps 4 | Quick View

3
Owner special: MAY CANCELATION SALE !!! Get May for $1950 plus cleaning fee $125. AMAZING DEAL !!!

Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach

$93

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! All Florida (12% state & bedding) taxes are 'included' in rental the fee.Be Our Guest...very quiet, clean and comfortable non-smoking home with private pool and lanai ...

View all property information

Property Type

Sarasota House

"A lovely pet friendly accessible home to beach, shopping and cycling trails!"
Reviewed January 9, 2020

This home situated in the well established Gulf Gate community was ideal! The home is warm, cozy and has all the amenities you would need. It has the feel of a well loved home with coastal decor and not ...

See all reviews

Show less

The Blue Laguna – 2053

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$84

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

Welcome to The Blue Laguna! This inviting 2-bedroom/1-bathroom coastal cottage is located in close proximity to downtown Sarasota and just minutes from Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is ideal for small families and couples alike!The Blue ...

View all property information

Property Type

Sarasota Cottage

Show less

Tranquility at the Preserve

5 BR | 4.5 BA | Sleeps 10 | Quick View

2

$240

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Luxury 5 bedroom 4 ½" bath home in gated community; nested on a wildlife preserve with a golf course,country club and large lakes for fishing Master suite with private access to heated pool and spa Large private screened heated pool and hot tub 15 minutes away from Siesta Keys beach. Each ...

View all property information

Property Type

Sarasota House

"Truly tranquility at this spacious home!!,"
Reviewed November 14, 2019

We really enjoyed our time at spacious 5 bedroom home each with its own bathroom. Michael, Claudine and their local representative Dazery are great communicators. It has all the goodies pool large entertainment ...

See all reviews

Show less

Sarasota Waterfront Paradise- Location, Location...!!

3 BR | 2 BA | Sleeps 8 | Quick View

Owner special: We are offering special price on 3-6 month lease

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

3 bedroom, 2 bath, fully-stocked private home; ultimate in indoor/outdoor living.This beautiful waterfront home is located in the heart of Sarasota just a few minutes from Siesta Key Beach and downtown! It is located on Phillippi Creek, which flows into greater Sarasota Bay. The home is located in ...

View all property information

Property Type

Sarasota House

Show less

FURNISHED inlaw apt with GARAGE space near University parkway

$57

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

$1350/ month for 7 month minimum ONE ADULT ONLY. Add $200/month for second ADULT.$800 hold/security deposit to insure your stay. Early out fee will depend on the amount of months left on your reservation.This apt is located near university parkway off lockwood ridge rd in Sarasota. Attached ...

View all property information

Property Type

Sarasota Apartment

Show less

Charming downtown bungalow in Laurel Park historic district; walk to all

$86

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

A classic 'old Florida' bungalow, updated to provide you a comfortable refuge in downtown Sarasota.The renovated bathroom and updated kitchen are classically styled, squeaky-clean and fully equipped. Enjoy sunny days on the lanai (complete with Florida-style louvered windows) or the backyard stone ...

View all property information

Property Type

Sarasota Bungalow

"Location, Location, Location and Great Owner Response"
Reviewed May 5, 2019

This will be an honest and rather 'mixed-bag' review of this property that my wife and I rented a few weeks ago. First of all, FYI, please know that this rental site allows you to communicate directly ...

See all reviews

Show less

Easter dates are available! Luxury condo 11th floor, VIEWS!

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

About this property

Crystal Sands, Siesta Key, Sarasota Amazing Views!! Our property is right on the beach. Take the elevator down and you're on the beach. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the activities on the beach, or have a glass of wine and watch the sunset. ...

View all property information

Property Type

Sarasota Condo

"Wow, This place is Excellent"
Reviewed February 20, 2019

I don't normally write a review but I can't say enough good things about this rental. First, off the owners are very nice (very important: they care). Crystal Sands condo is very convenient to everything, ...

See all reviews

Show less

Casita Morning Star

3 BR | 3 BA | Sleeps 10 | Quick View

$196

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casita Morning Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 10] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers, ...

View all property information

Property Type

Sarasota House

Show less

Villa Colleen 4 BR 4Bath, solar heated pool near Siesta Key up to 9 people

4 BR | 4 BA | Sleeps 9 | Quick View

Distance to beach: 5 miles to Siesta Key Beach No.1 10min. drive

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Special: Ask for our special from May 10th 2020 - July 11th 1 week USD 1400.- plus cleaning 185.- and 12% tax! see our homepageVilla Colleen is only 900 feet from a small boot mooring, a kayak ramp, and the bay. It is set in a quiet residential area in Tropical Shores, Vamo, only 4,4 miles ...

View all property information

Property Type

Sarasota House

Show less

Golf Course Home at Palm Aire Country Club

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 12 miles to Lido Key Beach

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

Beautiful golf course views from this Palm Aire Fairway Lakes 3 bed 2 bath furnished home. 2 car garage, master bedroom with walk in closet, walk in shower, separate tub, and sliding glass doors to screened in lanai. Beach chairs, beach umbrella, coolers, and 2 bikes are located in the garage for your ...

View all property information

Property Type

Sarasota House

Show less

Orchid Villa

2 BR | 2 BA | Sleeps 6 | Quick View

1

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, ...

View all property information

Property Type

Sarasota House

"Restful vacation"
Reviewed February 12, 2019

Great place to stay. Pool in back was heated to a comfortable temperature. Amenities were great. Short walk down the road to the beach access. They even had cupcakes in the fridge to welcome us upon arrival!

See all reviews

Show less

Villa Dom Brisa

4 BR | 4 BA | Sleeps 12 | Quick View

$287

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Villa Dom Brisa is a beautifully decorated 4 bedroom, 4 bathroom, 2 kitchem home located on Crescent Street in South Siesta Key. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering unique sleeping combinations to larger groups or families traveling together.Combine Villa ...

View all property information

Property Type

Sarasota House

Show less

Casita Mar

2 BR | 1 BA | Sleeps 4 | Quick View

$142

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Casita Mar of Sol y Mar is one of two uniquely configured beach casitas featuring 2 beds/1 bath, gourmet kitchen, beautiful landscaping with an outdoor courtyard, a shared hot tub and a heated pool. Book along with Casita Sol for large groups.Welcome to Casita Mar of Sol y Mar. This single level (2 ...

View all property information

Property Type

Sarasota House

Show less

La casa de las palmeras

2 BR | 2 BA | Sleeps 6 | Quick View

$118

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

You are really welcome in this nice next-to-canal house. It has 2 bedrooms and each has one king- and one queen bed. There is one bathroom next to the bedrooms and one bathroom on the outside of the house. It is ideal for taking a cleaning shower after a relaxing visit on the #1 voted U.S. beach that ...

View all property information

Property Type

Sarasota House

Show less

The Abalone

8 BR | 6 BA | Sleeps 24 | Quick View

$529

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to The Abalone! This newly constructed 8 bedroom/6 bathroom luxury condo is a combination of two units: Casa Eulimia & Casa Junonia. Each unit features a 4 bedroom/3 bathroom configuration, each with their own common space, kitchen, outdoor patios & private heated outdoor pool. With modern ...

View all property information

Property Type

Sarasota House

Show less

Casa Coquina

4 BR | 3 BA | Sleeps 12 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casa Coquina! Our newest luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent ...

View all property information

Property Type

Sarasota House

Show less

Casa Eulimia

4 BR | 3 BA | Sleeps 12 | Quick View

$264

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casa Eulimia, a Siesta Key luxury villa that features a private heated pool and cabana room and is located near Crescent Village and close to beaches and Siesta Key Village!This stunning four-bedroom/three-bathroom luxury villa features a spacious kitchen and living area, outdoor patios ...

View all property information

Property Type

Sarasota House

Show less

Hibiscus Villa

2 BR | 2 BA | Sleeps 6 | Quick View

1

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Hibiscus and Orchid Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, ...

View all property information

Property Type

Sarasota House

"Beautiful condo!"
Reviewed April 1, 2019

Beautiful 2 bedroom condo! Great location! Right across the street from beach and a few minute walk to public beach access. Restaurants within walking distance also. The condo was tastefully decorated and ...

See all reviews

Show less

Casita Sun Star

3 BR | 3 BA | Sleeps 8 | Quick View

$196

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casita Sun Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 8] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers, quartz ...

View all property information

Property Type

Sarasota House

Show less

Lily Casita – 2051

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$84

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

Welcome to Lily Casita! This tropical two-bedroom/two-bathroom cottage is located in close proximity downtown Sarasota and just minutes from world famous Siesta Key Beach! With plantation shutters and coastal décor throughout, you’ll truly be living “The Beach Life.” This home ...

View all property information

Property Type

Sarasota Cottage

Show less

Buccaneer’s Hideaway

4 BR | 2 BA | Sleeps 12 | Quick View

$275

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Buccaneer's Hideaway is a stunning 4 bedroom, 2.5 bath home that boasts a very private backyard with a heated pool, screened in lanai, a dock and canal that leads straight to your heart's home... the Gulf of Mexico via the Intracoastal Waterway. Bring your boat, your fishing tackle, and even your finest ...

View all property information

Property Type

Sarasota House

Show less

Casa Leone

4 BR | 3 BA | Sleeps 8 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Private Pool

About this property

Welcome to Casa Leone. An absolute one of kind, limited edition home located on prestigous Siesta Key featuring an extremely private and lushly landscaped heated pool and hot tub area, near America's #1 Beach, minutes away from Siesta Key Village!It's time for that vacation! And there is no better ...

View all property information

Property Type

Sarasota House

Show less

The Tropical Gardens

6 BR | 5 BA | Sleeps 16 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$233

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

This tropical island retreat is a combination of three units, each with their own kitchen and living spaces. With a heated pool and coastal décor throughout, you’ll be living “The Florida Life” at The Tropical Gardens! This home is ideal for families and groups.The Tropical ...

View all property information

Property Type

Sarasota House

Show less

Villa Cascada

4 BR | 4 BA | Sleeps 12 | Quick View

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Villa Cascada is a uniquely configured private home featuring a heated pool/waterfall, 4 bedrooms, 4 bathrooms that sleeps 12, with 2 living areas and 2 kitchens and an almost unbelievable pool courtyard surrounded by lush gardens and a tall privacy wall enclosing the entire property.Each of the two ...

View all property information

Property Type

Sarasota House

Show less

Beautiful Ashton Lakes, nicely decorated condo, just 2 miles to Siesta Key

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Siesta Key, and Turtle Beach

$32

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Nicely decorated 2 bedroom 2 bath condo. Florida décor. Ashton Lakes is a beautiful, mature association on 33 acres of greenery amidst 3 lakes. An active clubhouse & library, heated Olympic size pool, smaller neighborhood pool, tennis courts, shuffleboard and bocci courts grace the landscape. ...

View all property information

Property Type

Sarasota Condo

"Great spot."
Reviewed March 17, 2019

Very lovely 2 bed/2bath condo. Its in a great condo complex, which has tennis courts and a nice size pool. It's only a few miles from siesta key beach.

See all reviews

Show less

Sea Shell Casita

2 BR | 2 BA | Sleeps 6 | Quick View

1

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Sea Shell and Sea Wave are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home.Each of the two Casitas [Sea Shell and Sea Wave] in Villa Brisa Marina which are connected by a common entry lanai, combine to offer ...

View all property information

Property Type

Sarasota House

"Relaxing"
Reviewed March 9, 2018

The property was everything we expected and we had a great & relaxing experience

See all reviews

Show less

BEAUTIFUL WATERFRONT LUXURY Condo - Boat Dock - Walk to Siesta Key Beach!!

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

$155

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

NEWLY REMODELED - LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Sit on the lanai and watch the boats, dolphins, manatees, pelicans and other wildlife - it is a gorgeous spot!Walk ...

View all property information

Property Type

Sarasota Condo

"Amazing place!!"
Reviewed January 4, 2020

We stayed at this beautiful condo from October-December. It is overlooking the ICW where we saw dolphins, fish, birds and manatee! The condo is very well stocked with every essential you could want. It ...

See all reviews

Show less

1BR/1BA Large Vacation Rental in Sienna Park Sarasota

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 3 miles to Siesta Key

$80

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate ...

View all property information

Property Type

Sarasota Condo

"Great SARASOTA vacation"
Reviewed February 20, 2019

The condo on Clark Rd. Was very convenient to all grocery,cleaners or any other service you may need. The pool was lovely and always had available chairs. We frequently shopped and had dinner at St. Armand’s ...

See all reviews

Show less

Room and Bath in Beautiful Tropical Sarasota Home

3 BR | 2 BA | Sleeps 7 | Quick View

Distance to beach: 5 miles to Siesta Key... USA top mainland Beach

$40

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool

About this property

Beautiful room with full size bed available for short term rental with En-Suite Bathroom.Shared Living and Kitchen access. Top USA Siesta Key Beach and world class parks and other attractions only minutes away

View all property information

Property Type

Sarasota House

Show less

Villa Magnolia

4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$169

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

This impeccably decorated coastal cottage is a unique combination of two units: Jasmine Casita & Lily Casita and offers a shared heated salt water pool and beach décor throughout. With a location minutes from downtown Sarasota and just a short drive to world famous Siesta Key Beach, you’ll ...

View all property information

Property Type

Sarasota Villa

Show less

Tiffany Sands Directly on Crescent Beach Two week min rental. Pet Friendly

$286

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pet Friendly
  • Rentals by Owner

About this property

Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views and have a private access to the beach. It is ...

View all property information

Property Type

Sarasota House

Show less

Villa Las Flores - One of the Cottages on the Key

$132

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

This inviting 3 bedroom/2 bathroom home features a private heated pool and is centrally located near downtown Sarasota. With just a short drive to world famous Siesta Key Beach, you will truly be living the Florida Life! Villa Las Flores is the ideal home for small families and couples looking for a tropical ...

View all property information

Property Type

Sarasota House

Show less

The Conch

8 BR | 6 BA | Sleeps 24 | Quick View

$514

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to The Conch! Our newest luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent ...

View all property information

Property Type

Sarasota House

Show less

Coral Reef Casita

2 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Dom Bisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross].The décor ...

View all property information

Property Type

Sarasota House

Show less

Star Fish Casita

2 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Star Fish and Coral Reef casitas are two separate units which can be uniquely configured to create Villa Dom Brisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross].The décor ...

View all property information

Property Type

Sarasota House

Show less

Casa Antilles

4 BR | 3 BA | Sleeps 12 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casa Antilles! Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Coquina to become The Conch, you can sleep up to 24. Welcome to Casa Antilles! Our newly constructed luxury ...

View all property information

Property Type

Sarasota House

Show less

Luna Nueva

3 BR | 2 BA | Sleeps 6 | Quick View

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Luna Nueva, a 3 bedroom/2 bathroom home with a heated pool is located just off island with easy access to Siesta Key. When reserved with Villa Las Flores to become Luna Flores, the vacation home will be a great setting for large groups. Luna Nueva, a gorgeous 3 bedroom 2 bathroom villa, is one of two ...

View all property information

Property Type

Sarasota House

Show less

Timberwoods Vacation Villa

2 BR | 2 BA | Sleeps 4 | Quick View

$99

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! Famous Siesta Key is just 2 miles away! Located in 25 acres of wooded pines & a tropical ...

View all property information

Property Type

Sarasota Villa

Show less

Luna Flores

6 BR | 4 BA | Sleeps 10 | Quick View

1

$264

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Luna Flores - a gorgeous 6 bedroom/4 bathroom vacation home comprised of 2 units & heated pools, Villa Las Flores and Luna Nueva. Located just off island with easy access to Siesta Key, ti's within walking distance of an array of restaurants & shops. Luna Flores, a gorgeous 6 bedroom, 4 bathroom ...

View all property information

Property Type

Sarasota House

"Amazing vacactions and perfect rental!"
Reviewed January 14, 2019

We are really satisfied with the rental of our house, the location is perfect, the house clean and comfortable. Near the beach can be done by bike easily. Owner easy to join and friendly. Nothing negative ...

See all reviews

Show less

Downtown Apt. in Gorgeous Luxury Resort Setting - Walk Score 10

2 BR | 2 BA | Sleeps 4 | Quick View

Owner special: HUGE RATE REDUCTION NOW 25% OFF. ALSO 20% off 1 weeks stays, 50% off monthly stays.

$215

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Private Pool

About this property

Available starting April 2020. This is the best location for city dwelling with resort-style amenities. Apt is on the top (2nd) floor close to the club house and pool. Walk to Whole Foods, Starbucks, restaurants, shops, the arts. Lido Beach is 2.5 miles over the John Ringling Bridge.*Club House with ...

View all property information

Property Type

Sarasota Apartment

Show less

Casa Junonia

4 BR | 3 BA | Sleeps 12 | Quick View

$264

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

This upscale four-bedroom/three-bathroom luxury condo features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” This home is ideal for large families & ...

View all property information

Property Type

Sarasota House

Show less

Villa Brisa Marina

4 BR | 4 BA | Sleeps 12 | Quick View

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

This home features a brand new heated pool and a four minute walk to the Nation’s finest beach [no major streets to cross]. It’s perfect for families or groups up to 12, especially those families who love to travel together or visit the vacationing grandparents. Villa Brisa Marina offers the ...

View all property information

Property Type

Sarasota House

Show less

Casita Sol

2 BR | 1 BA | Sleeps 4 | Quick View

$142

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Casita Sol of Sol y Mar is one of two uniquely configured beach casitas featuring 2 beds/1 bath, gourmet kitchen, beautiful landscaping with an outdoor courtyard, a shared hot tub and a heated pool. Book along with Casita Mar for large groups.Welcome to Casita Sol of Sol y Mar. This COMPLETELY RENOVATED, ...

View all property information

Property Type

Sarasota House

Show less

Jasmine Casita – 2052

2 BR | 2 BA | Sleeps 6 | Quick View

$84

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

This charming two-bedroom/two-bathroom cottage is located in close proximity to downtown Sarasota and Siesta Key Beach, voted the #1 beach in the USA! With plantation shutters and beachy décor throughout, you’ll truly be living “The Florida Life.” This home is perfect for small ...

View all property information

Property Type

Sarasota Cottage

Show less

Attention Snow Birds

2 BR | 2 BA | Sleeps 4 | Quick View

1

$95

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

This 1st floor end unit, 2 bedroom 2 bath condo has been freshly painted, new carpet, kitchen with granite counter tops and stainless steel appliances, fully furnished with all new furniture. Queen bed in master and guest room, master has walk in closet. Family room has sleeper sofa. wifi and cable included. ...

View all property information

Property Type

Sarasota Condo

"Sarasota Gem"
Reviewed July 7, 2019

Nicely decorated. Nicely furnished first floor unit. Good pools. Central location. Reasonably priced. Friendly neighbors. Very helpful owners. What more can we say other than we were very pleased ...

See all reviews

Show less

Baydream Bungalow

3 BR | 2 BA | Sleeps 6 | Quick View

$179

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Private Pool

About this property

Situated on the northern part of Siesta Key within walking distance to Nora Patterson’s Park, this original Sarasota home is tucked within the Bay Island! With just a short drive to main beach access parking and even closer to the shops both on the Key and off, this location is the perfect setting ...

View all property information

Property Type

Sarasota Bungalow

Show less

ANNUAL COMPLETELY FURNISHED -SIESTA KEY BEACH RENTAL $2500.00 as of May 1st -

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

If you love the beach and are looking for the perfect vacation spot, this is the one! 0.4 miles from Siesta sand. This home has the best of both worlds for beachers and boaters alike! Leave your car at home and be at the beach in 5 minutes or less ...Enjoy this Charming light filled home for winter season ...

View all property information

Property Type

Sarasota House

Show less

Villa Trinidad

4 BR | 2 BA | Sleeps 10 | Quick View

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Centrally located in the heart of Sarasota, and only minutes away from our world famous Siesta Key Beach, the completely renovated Villa Trinidad offers a cool and soothing retreat with a heated swimming pool and a spectacular waterfront view! Centrally located in the heart of Sarasota, and only minutes ...

View all property information

Property Type

Sarasota House

Show less

Stoneybrook Golf and Country Club

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 4 miles to Siesta Key Beach

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Golf and Beach Lovers Paradise located on 3rd fairway of Stoneybrook Golf and Country Club, an 18 hole championship golf course. This first floor [no steps] condo has a King in the Master bedroom with a private bath. The guest BR has a Queen bed and its own bathroom.Downtown Sarasota offers many cultural ...

View all property information

Property Type

Sarasota Condo

Show less

Expand map | Close map
Sarasota Vacation Rentals

Sarasota Weather

 | 

7222°  5111°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6518°
7725°  5714°
MARCH
Ocean 6820°
8228°  6016°
APRIL
Ocean 7423°
8731°  6518°
MAY
Ocean 7926°
9032°  7122°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9133°  7323°
AUGUST
Ocean 8731°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6518°
OCTOBER
Ocean 8228°
8027°  5915°
NOVEMBER
Ocean 7624°
7423°  5312°
DECEMBER
Ocean 7021°

Sarasota is the “Grand Dame of the Gulf Coast”

Warm temperatures year-round, award-winning beaches and a thriving arts and cultural scene have made Sarasota a go-to place for couples and families. This southwest Florida area, which is about an hour from Tampa and two hours from Orlando, continues to attract travelers with great restaurants and plenty of shopping. The beauty of Sarasota will get your attention on your first visit. If you see Sarasota first from the window of an airplane, the colors of the Gulf of Mexico and Sarasota Bay, contrasting with the brilliant white sand of Longboat, Lido, and Siesta beaches, will make you anxious to see more.

When staying in one of our Sarasota vacation rentals instead of a traditional hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Some of our Sarasota beach house rentals even come with special amenities like a backyard pool, washer/dryer units, and bicycles. Whether you’re looking for a beach condo with amazing views, or a larger home for space for the entire family, you can find it on our site.

Sarasota, Florida travel advice

Sarasota is growing -- with more attractions, more people, and more infrastructure. Sarasota County has 13 public beaches and over 35 miles of powder-soft sand along the beachfront. Sarasota's Siesta Key Beach has been consistently named one of the top beaches in the United States. Sarasota County also has over 1,000 public, private and semi-private golf courses for residents and visitors to enjoy, so bring your clubs! 

One of Florida’s primary Gulf Coast cities, Sarasota offers visitors an eclectic blend of culture and fine dining, circus thrills and pristine beaches. 

Climate

Sarasota is warm year round. The tropical temps bring about high humidity and afternoon showers. Temps shoot up to the low 90s on the coast in the summer, and passing thunderstorms are just that: passing. Hurricanes may be spotty between July and November. But overall, 300+ sunny days and wonderful weather greets you in Sarasota.


Top activities and attractions in Sarasota

Wealthy notables called Sarasota home in the 19th and 20th centuries, which leads to the nickname the “Grand Dame” of the Gulf Coast. The chic resort town has been home to snowbirds for many, many years.

Shopping starts at St. Armands Circle. Stroll along the streets lined with coconut palms and pop into the 130 upscape shops, restaurants, and specialty stores. In the center of the shopping quadrants you’ll find Circle Park with Italian statues from John Ringling’s personal collection. Another nice walking area is Burns Court Historic District. Listed on the National Register of Historic Places, the area south of downtown Sarasota is made up of 15 stucco bungalows in vibrant hues like cornflower blue and fuchsia. They house everything from art galleries to residences.

The Ringling Museum of Art pays homage to the Ringlings, the family behind America’s most famous circus. Check out the old costumes, wagons, and the world’s largest miniature circus. You can also tour Ca' d'Zan Mansion, a magnificent 56-room Venetian Gothic palace and the Ringlings' old family home. You could spend days covering the 66-acre Ringling campus, but take time to walk the grounds. In particular, swing by Mable Ringling’s Rose Garden, the oldest continuously operating rose garden in the state, and the Museum of Art courtyard, with replicas of ancient Greek, Roman and Baroque statues on a pristinely manicured lawn and lining the top of the buildings.

Nature lovers visiting the area gravitate to the Mote Marine Laboratory & Aquarium in St. Armands Circle, where sea turtles, manatees, and sharks are on display. If you want more nature, check out the Crowley Museum and Nature Center, a 190-acre wildlife sanctuary, and the Marie Selby Botanical Gardens, a lush, 11-acre bay-front setting with more than 20,000 plants.

Art connoisseurs of every kind will discover that the art scene in Sarasota is just as vibrant as it is diverse! Experience world-class opera performances at the Sarasota Opera House, or watch the dancers of the Sarasota Ballet, glide gracefully across the stage. The Asolo Repertory Theatre is Florida’s premier professional theatre and hosts up to 15 different productions each year.

Take a walk on the wild side and see some of nature’s most gorgeous creatures at Big Cat Habitat & Gulf Coast Sanctuary. The adventurer in your family will love the Myakka River State Park for its ample opportunities for boating, fishing, kayaking, and tons of other outdoor activities. 

Annual Events

There’s always something fun happening in Sarasota. The action starts in April during the popular Sarasota Film Festival. Independent filmmakers, actors, and directors converge on the town to showcase 200 hundred films over this ten-day event. Also in April is the Siesta Fiesta in nearby Siesta Key. You can also check out a spring training game for the Baltimore Orioles in April/March. 

Restaurants and Bars

Hungry? Sarasota restaurants have whatever you need. Start with Dolce Italia which is an upscale Italian restaurant that serves some of the best risotto you’ll ever have. End the meal with a sweet, light tiramisu. French fusion spot Antoine’s Restaurant combines French with Belgian cuisine and offers an incredible array of adventurous dishes. If your group is craving seafood, Veronica Fish & Oyster is the spot. If you’re looking for fresh seafood but with a more casual atmosphere, try Duval’s and the shrimp Po Boy. Owen’s Fish Camp has the best fish sandwiches and pecan pie, while the Screaming Goat serves up homestyle favorites like short rib tacos and cheesy tots.

When the sun goes down, the Sarasota nights heat up. Check out the two dozen daiquiri flavors available at the Daiquiri Deck which has one of the most beautiful ocean views in the area. The Beach Club is by far the most popular bar in Sarasota, and you should stop in for one of the themed events they throw. Lastly, located in Downtown Sarasota, Pangea Alchemy Lab isn’t your typical bar or cocktail lounge. This speakeasy tucked inside a sandwich shop is pouring unique libations like boozy cereal and their famous Blue Mule. 

Why you should book a Sarasota vacation rentals by owner on FloridaRentals.com

Booking a Sarasota beach rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!