Villa Rentals in Historic Spanish Point, FL: Compare 10+ Sites & Save

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  6.  Historic Spanish Point

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328 Best Villa Rentals in Historic Spanish Point (Starting from $171)

LUX VILLAs on beautiful Palmer Ranch
LUX VILLAs on beautiful Palmer Ranch
Villa
Vamo, FL, USA
4.2k from Historic Spanish Point center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
7.8

Good

46 reviews

$454
Average price / night
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Our American Dream - Charming villa close to Siesta Key Beach
Our American Dream - Charming villa close to Siesta Key Beach
Villa
Sarasota, FL, 34238, United States
4.0k from Historic Spanish Point center

AC, Barbecue, Crib, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$192
Average price / night
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Sarasota Villa with Pool Access about 4 Mi to Beach!
Sarasota Villa with Pool Access about 4 Mi to Beach!
Villa
Sarasota, FL, USA
4.2k from Historic Spanish Point center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.5

Superb

4 reviews

$480
Average price / night
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Charming Villa in peaceful community minutes to Siesta Key
Charming Villa in peaceful community minutes to Siesta Key
Villa
Sarasota, FL, 34238, United States
4.0k from Historic Spanish Point center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$278
Average price / night
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Sunny Sarasota Villa with Lanai Less Than 5 Mi to Beach
Sunny Sarasota Villa with Lanai Less Than 5 Mi to Beach
Villa
Sarasota, FL, USA
4.2k from Historic Spanish Point center

Accessibility, Wellness Facilities, Sports/Activities, Balcony/Terrace, Pool, Security/Safety, Parking

2 Bedrooms4 Guests
8.8

Fabulous

4 reviews

$358
Average price / night
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Heated pool/Jacuzzi/Pickleball/3637YPC
Heated pool/Jacuzzi/Pickleball/3637YPC
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$182
Average price / night
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Paradise with a pool, pier and private beach area
Paradise with a pool, pier and private beach area
Villa
Osprey, FL, USA
4.3k from Historic Spanish Point center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms12 Guests
8.0

Good

1 reviews

$706
Average price / night
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Pool, Jacuzzi, Pickleball, Tennis, close to Siesta Key Beaches/3772SP
Pool, Jacuzzi, Pickleball, Tennis, close to Siesta Key Beaches/3772SP
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$202
Average price / night
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Lanai and Community Pool Access Sarasota Oasis!
Lanai and Community Pool Access Sarasota Oasis!
Villa
Sarasota, FL, USA
4.3k from Historic Spanish Point center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$220
Average price / night
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Beautiful Sarasota Villa with Pool Access and Tennis – 4 Miles to the Beach
Beautiful Sarasota Villa with Pool Access and Tennis – 4 Miles to the Beach
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$239
Average price / night
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Crescent Beach Villas By Beachside Management
Crescent Beach Villas By Beachside Management
Villa
Siesta Key, FL, USA
6.3k from Historic Spanish Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

4 Bedrooms12 Guests
9.4

Superb

23 reviews

$545
Average price / night
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Lux Villa/Heated Pool/Hot Tub/Tennis/Pickleball/Close to Beaches!
Lux Villa/Heated Pool/Hot Tub/Tennis/Pickleball/Close to Beaches!
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
8.0

Good

1 reviews

$265
Average price / night
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Bianco Sands By Beachside Management
Bianco Sands By Beachside Management
Villa
Siesta Key, FL, USA
6.4k from Historic Spanish Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

18 Bedrooms55 Guests
8.6

Fabulous

110 reviews

$348
Average price / night
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Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf
Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.8

Exceptional

16 reviews

$188
Average price / night
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A Hidden Paradise By Beachside Management
A Hidden Paradise By Beachside Management
Villa
Sarasota, FL, USA
6.8k from Historic Spanish Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
6.0

Review score

1 reviews

$844
Average price / night
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Village Des Pins in Sunny Sarasota
Village Des Pins in Sunny Sarasota
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$171
Average price / night
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Sun and Sea By Beachside Management
Sun and Sea By Beachside Management
Villa
Siesta Key, FL, USA
6.8k from Historic Spanish Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

4 Bedrooms12 Guests
9.2

Superb

24 reviews

$444
Average price / night
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Family Friendly Villa15 min to Siesta Key Wagon, Chairs, Umbrella, Toys Provided
Family Friendly Villa15 min to Siesta Key Wagon, Chairs, Umbrella, Toys Provided
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

122 reviews

$196
Average price / night
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Lakefront Getaway in Sunny Florida with Heated Pool
Lakefront Getaway in Sunny Florida with Heated Pool
Villa
Sarasota, FL, USA
6.9k from Historic Spanish Point center

Air Conditioner, Internet, Oceanfront, Guest Services, Pool, Security/Safety, View

4 Bedrooms13 Guests
10.0

Exceptional

3 reviews

$419
Average price / night
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Weekly rentals!  Comfortable 2 bdrm/2 Bath Villa - just minutes from Beaches
Weekly rentals! Comfortable 2 bdrm/2 Bath Villa - just minutes from Beaches
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.6

Exceptional

15 reviews

$183
Average price / night
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BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.6

Exceptional

52 reviews

$384
Average price / night
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Long term discounts / Resort Style Vacation Villa
Long term discounts / Resort Style Vacation Villa
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

15 reviews

$189
Average price / night
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Villa Calmia/Close to Siesta Key/Heated Pool
Villa Calmia/Close to Siesta Key/Heated Pool
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$192
Average price / night
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Serene Resort-style Villa minutes to Siesta Key, in popular Village des Pins
Serene Resort-style Villa minutes to Siesta Key, in popular Village des Pins
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
9.6

Exceptional

16 reviews

$374
Average price / night
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Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Villa
Sarasota, FL, 34238, United States
4.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

20 reviews

$427
Average price / night
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Spacious 2 BD and 2BA Villa 13 minutes from Siesta Key!
Spacious 2 BD and 2BA Villa 13 minutes from Siesta Key!
Villa
Sarasota, FL, 34238, United States
4.2k from Historic Spanish Point center

AC, Arcade, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$200
Average price / night
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Sunny Paradise Near Siesta Key
Sunny Paradise Near Siesta Key
Villa
Sarasota, FL, 34238, United States
4.2k from Historic Spanish Point center

AC, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

38 reviews

$196
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Historic Spanish Point.

Where to stay in Historic Spanish Point? Best neighborhoods & areas

Historic Spanish Point Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 328 verified villa rentals in Historic Spanish Point. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Historic Spanish Point vary depending on the season, location, and amenities. Rates typically start from around $171 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Historic Spanish Point are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Historic Spanish Point.

Yes, Historic Spanish Point offers a wide range of villas ideal for group stays. Many properties include 3 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Historic Spanish Point villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Historic Spanish Point often include highly sought-after amenities such as Internet, Hot Tub, and Balcony/Terrace. These features enhance comfort and convenience, making them especially popular among travelers visiting Historic Spanish Point.

To discover top-rated villas in Historic Spanish Point, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.