Sw Florida Beach Weddings - Vacation Rentals in Seaside

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME From US $394
         

Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches From US $320
         

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2.0 (1 Review)
Apartment
  • Air Conditioner
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  • Pet Friendly
Private Beach West Bay Club, Estero, gated community From US $203
         

BEACH & SUNSETS CONDO! From US $112
         

10.0 (12 Reviews)
House
  • Air Conditioner
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  • Pool

Luxury Places to Stay in Seaside

Over 494+ Luxury Places to Stay in or Near Seaside
Tiki Paradise House & pool - 10 min to Beach! From US $1,237
         

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9.6 (7 Reviews)
House
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  • Pet Friendly
Luxury Retreat in Secret Paradise From US $1,048
         

9.8 (19 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Baydream Believer, "Come Sail Away" From US $823
         

9.8 (24 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Family-Friendly Pool Home From US $788
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4 BR Retreat w/3 Ensuites, Pool & Spa From US $773
         

Top-Rated Vacation Rentals with a Pool in Seaside

Over 311+ Top-Rated Vacation Rentals with a Pool in or Near Seaside
Newly remodeled 3-bedroom condo in a bundled community From US $298
         

Completely renovated in fantastic community & location! From US $269
         

Pet-Friendly Vacation Rentals in Seaside

Over 107+ Pet-Friendly Vacation Rentals in or Near Seaside
Great Floor Level Condo in Gated Community From US $251
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • Pool
Luxury Retreat in Secret Paradise From US $611
         

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9.5 (2 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Hampton Inn & Suites Fort Myers-Estero/FGCU From US $227
         

9.2 (1005 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Charming 3-bedroom villa - Great Location with Hot tub From US $197
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Seaside on PetFriendly.io

Large Vacation Homes & Villas in Seaside

Over 34+ Large Vacation Homes & Villas in or Near Seaside
Tropical Villa ~ 2 bed/2 bath in Estero, FL From US $136
         

10.0 (2 Reviews)
Villa
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  • Pool
Beautiful South Facing Villa on Lake From US $243
         

9.8 (60 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Breckenridge - New remodeled Villa with Golf! From US $252
         

8.8 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Beautiful Hideaway on Florida's Gulf Coast over Thanksgiving weekend From US $474
         

Wheelchair Accessible Vacation Homes in Seaside

Over 68+ Wheelchair Accessible Vacation Homes in or Near Seaside
Hyatt Regency Coconut Point Resort & Spa Near Naples From US $533
         

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8.8 (187 Reviews)
Resort
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  • Pet Friendly
TownePlace Suites by Marriott Fort Myers Estero From US $190
         

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9.4 (504 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Pelican Sound Golf and River Club From US $227
         

Seaside Vacation Rentals and Airbnb Places to Stay Under $200

Over 196+ Seaside Vacation Rentals and Airbnb Places to Stay Under $200
Warmth and harmony await you. From US $159
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Fort Myers Estero From US $184
         

9.2 (859 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Calming Estero Home w/Community Pool & More! From US $172
         

10.0 (2 Reviews)
House
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  • Parking
  • Pool
Lake Vista: 2 BR, 2 BA House in Estero, Sleeps 6 From US $191
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Seaside

Over 215+ Instantly Bookable Vacation Homes in or Near Seaside
Sunny Side Stay- Apartment in beautiful Ft. Myers! From US $111
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Amazing Outdoor kitchen & Private Screened In Pool From US $463
         

Renaissance Oasis Retreat From US $373
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Seaside Vacation Rentals

With more than 503 Seaside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Swfloridabeachweddings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Seaside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Swfloridabeachweddings Seaside, 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 Seaside. Places to stay near Seaside are 713.31 ft² on average, with prices averaging $321 a night.

Swfloridabeachweddings makes it easy and safe to find and compare vacation rentals in Seaside 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 Seaside

Type Count
Vacation Homes 204
Holiday Apartments 57
Resorts 30
Villas 20
Hotels with Suites 13
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Seaside

Pro Tip: Swfloridabeachweddings makes it easy to compare the best listings on Swfloridabeachweddings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Swfloridabeachweddings 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 Seaside.

Weather in Seaside

View the weather forecast for Seaside before booking your Seaside 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

Seaside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Seaside?
How many vacation rentals are available in Seaside?

Currently, the total number of properties listed in 2026 is over 503 in the Seaside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Seaside.