1+ Vacation Rentals Near Sarasota Springs |
  1. USA
  2. Florida
  3. Sarasota
  4. Sarasota Springs

Montgomery Cottages - Vacation Rentals in Sarasota Springs

Charming tiny house with AC and WiFi in delightful Sarasota.Private and quiet. From US $99
         

8.0 (1 Review)
Cottage
Charming tiny house with AC and WiFi in delightful Sarasota.Private and quiet.
  • Air Conditioner
  • Parking
  • Balcony/Terrace

View Availability
See More Sarasota Springs Vacation Rentals

Luxury Places to Stay in Sarasota Springs

Over 203+ Luxury Places to Stay in or Near Sarasota Springs
4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach From US $931
         

9.8 (8 Reviews)
House
4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach
  • Air Conditioner
  • Parking
  • Pool

View Availability
Family Vacation Home with Pool From US $696
         

10.0 (1 Review)
House
Family Vacation Home with Pool
  • Air Conditioner
  • Parking
  • Pool

View Availability
Mango Bay | Private Pool + Dog Play Area From US $690
         

New
House
Mango Bay | Private Pool + Dog Play Area
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Private Retreat! 3D Tour! New Hot Tub & Salt Water Pool! From US $683
         

10.0 (5 Reviews)
House
Private Retreat! 3D Tour! New Hot Tub & Salt Water Pool!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Mini Golf Course, Heated Pool, Photo-worthy murals!
New
From US $558
         

New
House
Mini Golf Course, Heated Pool, Photo-worthy murals!
  • Air Conditioner
  • Parking
  • Pool

View Availability
2 Blocks from Legacy Trail + Pool + Pool Table From US $552
         

9.8 (7 Reviews)
House
2 Blocks from Legacy Trail + Pool + Pool Table
  • Air Conditioner
  • Pool
  • TV

View Availability
Sarasota escape awaits- a 4-bedroom, 2-bathroom home featuring a brand-new pool. From US $536
         

4.0 (1 Review)
House
Sarasota escape awaits- a 4-bedroom, 2-bathroom home featuring a brand-new pool.
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Your Private Tropical Paradise with Heated Pool! From US $533
         

10.0 (3 Reviews)
House
Your Private Tropical Paradise with Heated Pool!
  • Air Conditioner
  • Parking
  • Pool

View Availability
See More Sarasota Springs Luxury Vacation Rentals
Find More Sarasota Springs Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Sarasota Springs

Over 94+ Top-Rated Vacation Rentals with a Pool in or Near Sarasota Springs
Carlisle Inn From US $192
         

|
10.0 (2124 Reviews)
Hotel
Carlisle Inn
  • Air Conditioner
  • Parking
  • Pool

View Availability
Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard. From US $195
         

10.0 (49 Reviews)
House
Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Heated Private Pool! Recently Updated! Well Stocked Property! Mins to Beach From US $354
         

10.0 (45 Reviews)
House
Heated Private Pool! Recently Updated! Well Stocked Property! Mins to Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Modern Oasis with Heated Pool near Siesta Key Beach and a Downtown 3BR/@BA From US $247
         

10.0 (42 Reviews)
House
Modern Oasis with Heated Pool near Siesta Key Beach and a Downtown 3BR/@BA
  • Air Conditioner
  • Parking
  • Pool

View Availability
Private heated pool home mins to beaches and down town Sarasota Pet friendly From US $358
         

10.0 (21 Reviews)
House
Private heated pool home mins to beaches and down town Sarasota Pet friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Salt Life Villa with pool & outdoor dining From US $479
         

10.0 (7 Reviews)
House
Salt Life Villa with pool & outdoor dining
  • Air Conditioner
  • Pool
  • TV

View Availability
The Coral Cottage close to all that Sarasota has to offer From US $348
         

10.0 (6 Reviews)
House
The Coral Cottage close to all that Sarasota has to offer
  • Air Conditioner
  • Parking
  • Pool

View Availability
Pet Friendly Tropical Villa, Heated Salt Pool From US $414
         

10.0 (3 Reviews)
Villa
Pet Friendly Tropical Villa, Heated Salt Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Sarasota Springs Vacation Rentals with a Pool

Pet-Friendly Vacation Rentals in Sarasota Springs

Over 58+ Pet-Friendly Vacation Rentals in or Near Sarasota Springs
Stunning Fully Remodeled House with Heated Pool! 30%OFF From US $210
         

9.2 (57 Reviews)
House
Stunning Fully Remodeled House with Heated Pool! 30%OFF
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Gray House Sarasota From US $221
         

|
10.0 (10 Reviews)
House
The Gray House Sarasota
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Serene Sarasota Luxe Retreat From US $111
         

10.0 (5 Reviews)
Apartment
Serene Sarasota Luxe Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Cypress Inn - Modern home close to Siesta Key From US $386
         

10.0 (1 Review)
House
Cypress Inn - Modern home close to Siesta Key
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Fenced in w/Jacuzzi Close to Siesta Key Bridge From US $266
         

10.0 (1 Review)
House
Fenced in w/Jacuzzi Close to Siesta Key Bridge
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
3 BR/3 BA with Private Pool & Patio Near Beaches From US $340
         

9.8 (66 Reviews)
House
3 BR/3 BA with Private Pool & Patio Near Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Coastal Pool Bungalow - 15 Mins to Famous Beaches From US $282
         

9.8 (27 Reviews)
House
Coastal Pool Bungalow - 15 Mins to Famous Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
2/1 with Huge Backyard - Pet Paradise-20 min from Beaches From US $193
         

9.8 (16 Reviews)
House
2/1 with Huge Backyard - Pet Paradise-20 min from Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Pet-Friendly Vacation Rentals in Sarasota Springs on PetFriendly.io

Large Vacation Homes & Villas in Sarasota Springs

Over 15+ Large Vacation Homes & Villas in or Near Sarasota Springs
Bamboo house From US $309
         

9.2 (34 Reviews)
House
Bamboo house
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Relaxing Family Getaway with heated Pool and Spa From US $136
         

6.0 (3 Reviews)
Villa
Relaxing Family Getaway with heated Pool and Spa
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Siesta Key Family Getaway
New
From US $396
         

New
House
Siesta Key Family Getaway
  • Air Conditioner
  • Parking
  • Pool

View Availability
Beautiful, comfortable pool home 15 minutes from Famous Siesta Key Beach. From US $392
         

8.0 (2 Reviews)
House
Beautiful, comfortable pool home 15 minutes from Famous Siesta Key Beach.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Bella Raine Estates From US $390
         

|
New
Apartment
Bella Raine Estates
  • Air Conditioner
  • Parking
  • TV

View Availability
Very bright 3-bedroom pool villa, close to siesta Key beach From US $315
         

New
Villa
Very bright 3-bedroom pool villa, close to siesta Key beach
  • Air Conditioner
  • Parking
  • Pool

View Availability
Spacious Vacation Rental in Sarasota /Private Pool /Game Room with Pool Table From US $338
         

9.8 (20 Reviews)
House
Spacious Vacation Rental in Sarasota /Private Pool /Game Room with Pool Table
  • Air Conditioner
  • Parking
  • Pool

View Availability
Sarasota's Family Friendly HEATED Pool Home Close to Siesta Key Beach From US $298
         

9.6 (4 Reviews)
House
Sarasota's Family Friendly HEATED Pool Home Close to Siesta Key Beach
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

View Availability
See More Family Vacation Rentals in Sarasota Springs on FVR

Wheelchair Accessible Vacation Homes in Sarasota Springs

Over 6+ Wheelchair Accessible Vacation Homes in or Near Sarasota Springs
Pool, Sweet Pineapple From US $134
         

4.8 (12 Reviews)
House
Pool, Sweet Pineapple
  • Air Conditioner
  • Pool
  • TV

View Availability
Carlisle Inn Sarasota From US $413
         

|
9.5 (2088 Reviews)
Hotel
Carlisle Inn Sarasota
  • Air Conditioner
  • Parking
  • Pool

View Availability
Salt Life Villa - 3 bedroom 2 bathroom with heated POOL near beaches From US $275
         

4.8 (4 Reviews)
House
Salt Life Villa - 3 bedroom 2 bathroom with heated POOL near beaches
  • Air Conditioner
  • Pool
  • TV

View Availability
Pinecrafts Edge | 15 Mins to Beach | 2 Living Rooms! From US $115
         

4.5 (11 Reviews)
House
Pinecrafts Edge | 15 Mins to Beach | 2 Living Rooms!
  • Air Conditioner
  • TV
  • View

View Availability
Private Pool, Sarasota, Bali Poolside From US $156
         

3.4 (5 Reviews)
House
Private Pool, Sarasota, Bali Poolside
  • Air Conditioner
  • Pool
  • TV

View Availability
Near Beach, Villa On Toucan From US $89
         

New
Condo
Near Beach, Villa On Toucan
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
See More Properties

Sarasota Springs Varoom and Airbnb Places to Stay Under $200

Over 56+ Sarasota Springs Varoom and Airbnb Places to Stay Under $200
Sarasota Great Location and Best Price! From US $151
         

8.8 (22 Reviews)
Apartment
Sarasota Great Location and Best Price!
  • Air Conditioner
  • Parking
  • TV

View Availability
Casa piscina cercana a playas y restaurantes From US $200
         

10.0 (2 Reviews)
House
Casa piscina cercana a playas y restaurantes
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Secret In the Springs Hideaway, a luxury efficiency at the Legacy Trail From US $103
         

10.0 (17 Reviews)
Apartment
The Secret In the Springs Hideaway, a luxury efficiency at the Legacy Trail
  • Air Conditioner
  • Parking
  • TV

View Availability
Cozy and Private Studio Retreat near Downtown & Beaches From US $106
         

10.0 (15 Reviews)
Apartment
Cozy and Private Studio Retreat near Downtown & Beaches
  • Air Conditioner
  • Parking
  • TV

View Availability
Centrally located Condo, Sarasota Fl 34232 From US $150
         

10.0 (1 Review)
Condo
Centrally located Condo, Sarasota Fl 34232
  • Air Conditioner
  • Pool
  • TV

View Availability
Peaceful Room 15 Minutes from Downtown or Beach From US $100
         

9.6 (25 Reviews)
House
Peaceful Room 15 Minutes from Downtown or Beach
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
Single-story home with private yard, enclosed patio, updated interior, & W/D From US $136
         

9.0 (2 Reviews)
House
Single-story home with private yard, enclosed patio, updated interior, & W/D
  • Air Conditioner
  • Parking
  • TV

View Availability
Streamlined & Chic Getaway Studio in Amazing Sarasota From US $112
         

9.0 (2 Reviews)
Apartment
Streamlined & Chic Getaway Studio in Amazing Sarasota
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Sarasota Springs Vacation Rental Deals

Instantly Bookable Vacation Homes in Sarasota Springs

Over 104+ Instantly Bookable Vacation Homes in or Near Sarasota Springs
Riviera Retreat | Private Heated Pool + Infinity Game Table From US $341
         

New
House
Riviera Retreat | Private Heated Pool + Infinity Game Table
  • Air Conditioner
  • Parking
  • Pool

View Availability
Centrally Located, Sarasota Home Close To Amish Community From US $262
         

10.0 (168 Reviews)
House
Centrally Located, Sarasota Home Close To Amish Community
  • Air Conditioner
  • Parking
  • TV

View Availability
Ingram House 2 From US $237
         

10.0 (53 Reviews)
House
Ingram House 2
  • Air Conditioner
  • Parking
  • TV

View Availability
Sunshine Haven: Relax and Unwind From US $234
         

10.0 (6 Reviews)
House
Sunshine Haven: Relax and Unwind
  • Air Conditioner
  • Parking
  • TV

View Availability
Serene Pool Oasis w/put put golf in central location From US $360
         

10.0 (1 Review)
House
Serene Pool Oasis w/put put golf in central location
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Cheerful 3 Bedroom Home with Pool-No pets Please! From US $309
         

10.0 (1 Review)
House
Cheerful 3 Bedroom Home with Pool-No pets Please!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Sunshine beautiful house 3bed/2bath ,vacation rental From US $296
         

10.0 (1 Review)
House
Sunshine beautiful house 3bed/2bath ,vacation rental
  • Air Conditioner
  • Parking
  • TV

View Availability
Entire place in the heart of Sarasota From US $209
         

10.0 (1 Review)
House
Entire place in the heart of Sarasota
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Sarasota Springs Short-Term Vacation Rentals

About Sarasota Springs Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Sarasota Springs, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sarasota Springs. Places to stay near Sarasota Springs with prices averaging $99 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Sarasota Springs with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sarasota Springs

Type Count
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Sarasota Springs

★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sarasota Springs.

Weather in Sarasota Springs

View the weather forecast for Sarasota Springs before booking your Sarasota Springs Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Sarasota Springs, FL


Pinecraft 1,624 Properties The Lakes 1,181 Properties Doctors Hospital of Sarasota 466 Properties