Lakes Resorts - Vacation Rentals in Point Seaside

Innisbrook Resort From US $190
         

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8.1 (70 Reviews)
Resort
Innisbrook Resort
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Luxury Places to Stay in Point Seaside

Over 656+ Luxury Places to Stay in or Near Point Seaside
NEW Waterfront 6 bedroom home with large pool and luxurious outdoor living area! From US $1,889
         

10.0 (17 Reviews)
House
NEW Waterfront 6 bedroom home with large pool and luxurious outdoor living area!
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  • Pool

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Huge 8BR w/HTD Pool, Ensuites, Games, Near Beach From US $1,488
         

9.4 (16 Reviews)
House
Huge 8BR w/HTD Pool, Ensuites, Games, Near Beach
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Huge 8BR wHTD Pool Ensuites Games Near Beach From US $1,474
         

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10.0 (1 Review)
House
Huge 8BR wHTD Pool Ensuites Games Near Beach
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  • Pet Friendly

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1331 Normandy Cir From US $1,366
         

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New
House
1331 Normandy Cir
  • Air Conditioner
  • Security/Safety
  • Child Friendly

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Mansion W/Pool, Canal and Luxury Amenities! From US $1,346
         

10.0 (9 Reviews)
House
Mansion W/Pool, Canal and Luxury Amenities!
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On the Gulf! Luxury 4/3 with 2 Master Bedrooms, Pool and Spa and dock! From US $1,296
         

9.4 (71 Reviews)
House
On the Gulf! Luxury 4/3 with 2 Master Bedrooms, Pool and Spa and dock!
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Relaxing Beach Style Home with Heated Saltwater Pool in Crystal Beach From US $1,240
         

10.0 (3 Reviews)
House
Relaxing Beach Style Home with Heated Saltwater Pool in Crystal Beach
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Tropical Gulf Front 4,200 sq ft home with 4 bdrms, heated pool & hot tub. From US $1,165
         

9.2 (91 Reviews)
House
Tropical Gulf Front 4,200 sq ft home with 4 bdrms, heated pool & hot tub.
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  • Pool

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Top-Rated Vacation Rentals with a Pool in Point Seaside

Over 307+ Top-Rated Vacation Rentals with a Pool in or Near Point Seaside
3 bedroom, 2 bath, pool home that sleeps 6, with screened back patio From US $293
         

10.0 (112 Reviews)
House
3 bedroom, 2 bath, pool home that sleeps 6, with screened back patio
  • Air Conditioner
  • Parking
  • Pool

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Family Friendly heated pool Home 2000sqft “NO parties” From US $286
         

10.0 (89 Reviews)
House
Family Friendly heated pool Home 2000sqft “NO parties”
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  • Pet Friendly

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"Private Pool Oasis 3-Min Walk to Crystal Beach Tropical Escape" From US $400
         

10.0 (87 Reviews)
House
"Private Pool Oasis 3-Min Walk to Crystal Beach Tropical Escape"
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3-bedroom vacation home just 10 minutes from Honeymoon Island - Heated Pool From US $291
         

10.0 (68 Reviews)
House
3-bedroom vacation home just 10 minutes from Honeymoon Island - Heated Pool
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  • Pool

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NEW Fully renovated Gulf front home w/private resort style pool, outdoor kitchen From US $1,072
         

10.0 (65 Reviews)
House
NEW Fully renovated Gulf front home w/private resort style pool, outdoor kitchen
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Short walk to quaint small town Palm Harbor, Restaurants, Brewery, Trolley stop From US $650
         

10.0 (64 Reviews)
House
Short walk to quaint small town Palm Harbor, Restaurants, Brewery, Trolley stop
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Crystal Beach Cozy Cottage - Your Perfect Vacation Escape! From US $338
         

10.0 (63 Reviews)
House
Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!
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Million$ Gulf front sunsets in private apartment in private home! From US $273
         

10.0 (49 Reviews)
Apartment
Million$ Gulf front sunsets in private apartment in private home!
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  • Pool

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Pet-Friendly Vacation Rentals in Point Seaside

Over 264+ Pet-Friendly Vacation Rentals in or Near Point Seaside
Silver Lagoon From US $450
         

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New
House
Silver Lagoon
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Ozona Guesthouse! 3 Blocks to Pinellas Trail, Brewery, Eats, & Dog Friendly! From US $162
         

10.0 (94 Reviews)
Apartment
Ozona Guesthouse! 3 Blocks to Pinellas Trail, Brewery, Eats, & Dog Friendly!
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  • Parking
  • Pet Friendly

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Luck of Killarney at Innisbrook Golf Resort From US $309
         

8.8 (3 Reviews)
Condo
Luck of Killarney at Innisbrook Golf Resort
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A rental that lets you live like a local – only better. From US $263
         

9.6 (105 Reviews)
Apartment
A rental that lets you live like a local – only better.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxuriate in TWO en Suite Masters; Family friendly; Roll-in Shower; Entry ramp! From US $404
         

9.6 (62 Reviews)
House
Luxuriate in TWO en Suite Masters; Family friendly; Roll-in Shower; Entry ramp!
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Lushly Landscaped Pool home Offers Tranquil Setting Yet Close to Beach From US $351
         

9.2 (108 Reviews)
House
Lushly Landscaped Pool home Offers Tranquil Setting Yet Close to Beach
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Romantic Escape; Open Gulf View; Your Own Private Dock! Elevator to master. From US $486
         

9.8 (36 Reviews)
House
Romantic Escape; Open Gulf View; Your Own Private Dock! Elevator to master.
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  • Pet Friendly

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Airy Ozona West on the Gulf! From US $180
         

10.0 (82 Reviews)
Apartment
Airy Ozona West on the Gulf!
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  • Pet Friendly

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Large Vacation Homes & Villas in Point Seaside

Over 134+ Large Vacation Homes & Villas in or Near Point Seaside
The Cycling Mermaid Palm Harbor, Florida - Heated Pool, Bikes, Trials, FUN! From US $420
         

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10.0 (7 Reviews)
House
The Cycling Mermaid Palm Harbor, Florida - Heated Pool, Bikes, Trials, FUN!
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  • Pool

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Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub! From US $704
         

10.0 (34 Reviews)
House
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
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*Family Paradise with Pool in Crystal Beach* From US $891
         

9.2 (7 Reviews)
House
*Family Paradise with Pool in Crystal Beach*
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Hot Tub + Movie + Game Room + Arcade + Golf Cart + Near Beach From US $809
         

10.0 (19 Reviews)
House
Hot Tub + Movie + Game Room + Arcade + Golf Cart + Near Beach
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Spacious full remodeled luxury retreat w/Private pool, golf cart, movie theater From US $588
         

10.0 (19 Reviews)
House
Spacious full remodeled luxury retreat w/Private pool, golf cart, movie theater
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1 Mile to Honeymoon Island ~Pool ~Putt Putt From US $611
         

10.0 (17 Reviews)
House
1 Mile to Honeymoon Island ~Pool ~Putt Putt
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Dunedin Lux 5BR Villa w/heated saltwater pool & spa, patio, putting green & BBQ From US $553
         

10.0 (17 Reviews)
Villa
Dunedin Lux 5BR Villa w/heated saltwater pool & spa, patio, putting green & BBQ
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Pelican Drift:Blue Jays Spring Training Retreat!Salt Pool,Hot Tub,Xbox,Game Room From US $481
         

10.0 (14 Reviews)
House
Pelican Drift:Blue Jays Spring Training Retreat!Salt Pool,Hot Tub,Xbox,Game Room
  • Air Conditioner
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  • Pool

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Wheelchair Accessible Vacation Homes in Point Seaside

Over 21+ Wheelchair Accessible Vacation Homes in or Near Point Seaside
Islander's Outpost From US $172
         

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9.3 (8 Reviews)
House
Islander's Outpost
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Charming Condo Retreat in Dunedin From US $212
         

New
Condo
Charming Condo Retreat in Dunedin
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Hampton Inn Dunedin From US $158
         

9.6 (851 Reviews)
Hotel
Hampton Inn Dunedin
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Dunedin Honeymoon Island Getaway! Kayaks, Bikes & Sunsets! Waterfront Community From US $110
         

10.0 (12 Reviews)
Condo
Dunedin Honeymoon Island Getaway! Kayaks, Bikes & Sunsets! Waterfront Community
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Relax and enjoy life at our updated Dolphin Point Condo in Dunedin From US $128
         

10.0 (11 Reviews)
Condo
Relax and enjoy life at our updated Dolphin Point Condo in Dunedin
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Water View Updated Condo on the causeway to Honeymoon Island From US $102
         

10.0 (5 Reviews)
Condo
Water View Updated Condo on the causeway to Honeymoon Island
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Relax, Bike, Swim, Kayak ,at our updated Dolphin Point condo From US $136
         

9.6 (4 Reviews)
Condo
Relax, Bike, Swim, Kayak ,at our updated Dolphin Point condo
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Stylish Summer Condo Rental From US $74
         

New
Condo
Stylish Summer Condo Rental
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Point Seaside Vacation Rentals and Airbnb Places to Stay Under $200

Over 194+ Point Seaside Vacation Rentals and Airbnb Places to Stay Under $200
Coral Cottage pool gas firepit a 2bed 2bth sleeps 6 From US $195
         

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10.0 (4 Reviews)
House
Coral Cottage pool gas firepit a 2bed 2bth sleeps 6
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SHERWOOD LAKES UNIT B ON THE PINELLAS TRAIL AND CLOSE TO BEACH From US $190
         

9.0 (6 Reviews)
House
SHERWOOD LAKES UNIT B ON THE PINELLAS TRAIL AND CLOSE TO BEACH
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Palm Court Motel From US $123
         

9.2 (310 Reviews)
Hotel
Palm Court Motel
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SHERWOOD LAKES UNIT A ON THE PINELLAS TRAIL AND CLOSE TO BEACH From US $190
         

9.4 (9 Reviews)
House
SHERWOOD LAKES UNIT A ON THE PINELLAS TRAIL AND CLOSE TO BEACH
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Serene Locale King Beds 3 Miles 2 Downtown Dunedin 1 Mile 2 Honeymoon Island From US $196
         

10.0 (48 Reviews)
Condo
Serene Locale King Beds 3 Miles 2 Downtown Dunedin 1 Mile 2 Honeymoon Island
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  • Pet Friendly

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Tranquil Locale King Beds 1 Mile To Honeymoon Isle 3 Miles 2 Downtown From US $196
         

10.0 (22 Reviews)
Condo
Tranquil Locale King Beds 1 Mile To Honeymoon Isle 3 Miles 2 Downtown
  • Air Conditioner
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  • Pet Friendly

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Crystal Beach Hideaway - Private Yard - Close to Beaches & Parks From US $168
         

10.0 (17 Reviews)
House
Crystal Beach Hideaway - Private Yard - Close to Beaches & Parks
  • Air Conditioner
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  • Pet Friendly

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Peaceful Locale King Beds 1 Mile 2 Honeymoon Isle 3 Miles 2 Downtown From US $190
         

10.0 (14 Reviews)
Condo
Peaceful Locale King Beds 1 Mile 2 Honeymoon Isle 3 Miles 2 Downtown
  • Air Conditioner
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  • Pet Friendly

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Instantly Bookable Vacation Homes in Point Seaside

Over 384+ Instantly Bookable Vacation Homes in or Near Point Seaside
Dolphins in your backyard! Peaceful waterfront oasis w/sparkling pool & hottub. From US $1,038
         

10.0 (42 Reviews)
House
Dolphins in your backyard! Peaceful waterfront oasis w/sparkling pool & hottub.
  • Air Conditioner
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  • Pool

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Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub! From US $856
         

10.0 (9 Reviews)
House
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
  • Air Conditioner
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  • Pool

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THE PINE WARBLER 4 BEDROOM 2.5 BATH POOL HOME PERFECT FOR ONE OR TWO FAMILIES From US $500
         

9.8 (48 Reviews)
House
THE PINE WARBLER 4 BEDROOM 2.5 BATH POOL HOME PERFECT FOR ONE OR TWO FAMILIES
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  • Pool

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Palm Harbor Paradise | Spacious Home with Pool & Hot Tub From US $616
         

9.0 (131 Reviews)
House
Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
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The Nest Boutique at Bananabay From US $214
         

10.0 (105 Reviews)
Apartment
The Nest Boutique at Bananabay
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  • TV

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A rental that lets you live like a local - only better. From US $281
         

10.0 (57 Reviews)
Apartment
A rental that lets you live like a local - only better.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Casa Tropicál - Heated saltwater pool, near beach From US $331
         

10.0 (47 Reviews)
House
Casa Tropicál - Heated saltwater pool, near beach
  • Air Conditioner
  • Parking
  • Pool

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The Cycling Mermaid Palm Harbor, Florida - Year round Pool, Bikes, Trials, FUN! From US $480
         

10.0 (41 Reviews)
House
The Cycling Mermaid Palm Harbor, Florida - Year round Pool, Bikes, Trials, FUN!
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Point Seaside Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Lakesresorts Point 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 Point Seaside. Places to stay near Point Seaside are 946.15 ft² on average, with prices averaging US $190 a night.

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

Type Count
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Point Seaside

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

Weather in Point Seaside

View the weather forecast for Point Seaside before booking your Point 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

Point Seaside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Point Seaside?

There are a lot of options in Point Seaside. If you plan on staying in the Point Seaside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Point Seaside:

How many vacation rentals are available in Point Seaside?

Currently, the total number of properties listed in 2026 is over 1 in the Point Seaside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Point Seaside.